Five Important Papers in Organic Synthesis (June 2022)
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I discuss five important papers in organic synthesis that were published in June 2022.
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Links to articles discussed in this episode:
first paper - https://www.doi.org/10.1021/acs.oprd.2c00104
second paper - https://www.doi.org/10.1002/anie.202206176
third paper - https://www.doi.org/10.1002/anie.202205673
fourth paper - https://www.doi.org/10.1002/anie.202204319
fifth paper - https://www.doi.org/10.1021/jacs.2c03978
hydrazone reference - https://www.doi.org/10.1071/CH9711437
Suárez Oxidation - https://www.doi.org/10.1016/S0040-4039(01)90085-1
Ruthenium-mediated oxidation - https://www.doi.org/10.1002/asia.202000134
*Bonus Papers*
Sulfonimidamides from sulfinamides
- https://www.doi.org/10.1021/acs.orglett.2c01099
Really cool difunctionalization of 3,6-anhydrosugars
- https://www.doi.org/10.1021/acs.orglett.2c01243
EJ Corey shows some neat reactions of nitrosyl triflate & nitrous anhydride
- https://www.doi.org/10.1021/acs.orglett.2c01466
Aldehydes to ketone-functionalized BCPs (from [1.1.1]propellane)
- https://www.doi.org/10.1021/acs.orglett.2c01707
Baran makes enantioenriched dialkylcarbinol esters with Ni cross-coupling
- https://www.doi.org/10.1021/jacs.2c04358
Synthesis of Pleuromutilin
- https://www.doi.org/10.1021/jacs.2c04708
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This is a Totally Reputable Journal
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I expose a really bad article from a really bad journal. (This is a reupload from the old channel).
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Links to articles discussed in this episode:
Sketchy Article - https://www.wjpr.net/abstract_file/1293
Bonus Sketchy Article - https://www.wjpr.net/abstract_file/4376
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Reacting to Your Amazing Comments
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I show some of your greatest comments!!!
This is the very first chempilation! Check out even more Chempilations!
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Opening the Gates of Hell - Deoxofluor
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Links to articles discussed in this episode:
Deoxofluor paper - https://doi.org/10.1055/s-2002-35626
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Which Functional Groups are the Best Smelling?
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I JUDGE functional groups, and decide which ones smell best and worst!
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Links to articles discussed in this episode:
difluorobenzodioxole paper - https://www.doi.org/10.1021/acs.joc.0c01729
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Seriously Stupid - Carbon Disulfide and Molten Sodium
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I reminisce about the time that I tried to make sodium tetrathiooxalate :(
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Links to articles discussed in this episode:
Amalgam article - https://www.doi.org/10.1002/cber.19270601120
DallE - https://huggingface.co/spaces/dalle-mini/dalle-mini
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Should You Attend Conferences?
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Magnetic Miracles
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I discuss a retracted paper from Green Chemistry, where the authors use "magnetized water" for aromatic C-N bond formation.
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Links to articles discussed in this episode:
Retracted article - https://www.doi.org/10.1039/D0GC01329C
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5 Special Blue Chemicals
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Links to articles discussed in this episode:
https://en.wikipedia.org/wiki/Trifluoronitrosomethane
https://upload.wikimedia.org/wikipedia/commons/8/86/Lactarius_indigo_48568_edit.jpg
ChemicalForce Ozone - https://www.youtube.com/watch?v=ao4b_pEiYno
NileRed Indigo - https://www.youtube.com/watch?v=6yhR242MnwA
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5 Lab Life Hacks
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I discuss five really useful lab tricks, which makes your lab life a little bit easier :)
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31 Signs That You Have A Bad Boss
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I discuss many of the possible things that bad bosses do! Play along with a randomly generated Bingo card!
Bingo: https://mfbc.us/m/zubh96s
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Figuerouhhh... finds a way
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I discuss YET ANOTHER Figueroa paper. This time he manages to make really strained rings using ninhydrin, substituting TWO nitro groups.
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Links to articles discussed in this episode:
Sketchy Paper - https://www.doi.org/10.19261/cjm.2019.657
Ninhydrin review - https://www.doi.org/10.1002/047084289X.rn01848
Selenium paper - https://www.doi.org/10.1021/ol990791d
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Which Reducing Agent is the Best?
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I empirically decide which reducing agent is best!
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A Practical Guide to TLC (Thin Layer Chromatography)
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My AgNO3 stain (0.2 g AgNO3, dissolved in 10 mL H2O, 10 mL MeOH). It isn't too light sensitive - it will form a slight black precipitate, but this doesn't affect the quality of the stain). This stain is good for sulfur derivatives.
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Links to articles discussed in this episode:
Great solvent group guide -https://www.yumpu.com/en/document/view/2214408/laboratory-chromatography-guide-buchi-labortechnik-gmbh
NotVoodooX- http://www.chem.rochester.edu/notvoodoo/pages/chromatography.php?page=stains_dips
A list of good stains -
https://www.chemistry.mcmaster.ca/adronov/resources/Stains_for_Developing_TLC_Plates.pdf
Seebach's magic stain:
25 g polymolybdic acid
10 g cerium (IV) sulfate
60 ml conc. H2SO4
940 ml H2O
(from) https://www.scripps.edu/baran/images/grpmtgpdf/Holte_Feb_11.pdf
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Rookie Mistakes in Chemistry
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I discuss some of the common mistakes that people make when they are doing labwork.
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NotVoodooX - http://www.chem.rochester.edu/notvoodoo/pages/rookie_mistakes.php
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Preparing a Good Supporting Information
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I discuss the main considerations when preparing a supplemental information (for organic chemistry papers).
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Links to articles discussed in this episode:
Example 1 - https://www.doi.org/10.1039/C3CC43725F
Example 2 - https://www.doi.org/10.1021/acs.orglett.9b02513
Example 3 - https://www.doi.org/10.1021/jacs.7b06044
Example 4 - https://www.doi.org/10.1021/ol500612n
Example 5 - https://www.doi.org/10.1021/acs.orglett.7b03841
Example 6 - https://www.doi.org/10.1002/chem.201303699
Example 7 - https://www.doi.org/10.1002/anie.201002310
Example 8 - https://www.doi.org/10.1002/anie.201703841
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Super Figueroa Strikes Again!
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I discuss another really bad paper from Super Figueroa! He once-again wows us with the magic he is able to do using acetonitrile - what an absolute legend.
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Links to articles discussed in this episode:
Super Figueroa - https://www.doi.org/10.1002/jhet.4189
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Q&A - That Chemist Enters the Stage
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I answer your questions! Make sure you leave a comment if you want me to do more Q&A's in the future!
I had the wrong link for edX - it is edX.org
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Links:
Org Syn - http://www.orgsyn.org/demo.aspx?prep=cv6p1019
consulting email - contactthatchemist@gmail.com
organic chemistry portal - https://www.organic-chemistry.org/
Baran Lab - https://www.youtube.com/channel/UCqfuQDFKYu63EmnCsNNOHSQ
edX - https://www.edx.org/
ReactionFlash - https://apps.apple.com/us/app/reactionflash/id432080813
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Carrot Chemistry Shouldn't Work... but it DOES!
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I discuss the use of... carrots as reducing agents for ketones. Yes this is real, no it isn't a joke, yes it is hilarious. I want to give a huge thank you to the members of the Discord that made this video possible!
Conditions for the first reduction - 100 mg acetophenone, 70 ml water, 10 g carrot.
Upon reprocessing the spectra, the ratio of product to SM was 62% prod/38% SM.
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Links to articles discussed in this episode:
Organic Chemistry Portal -
https://www.organic-chemistry.org/chemicals/reductions/carrots.shtm
JOC - https://www.doi.org/10.1021/jo010399p
Org Lett - https://www.doi.org/10.1021/ol8029214
Ben List - https://www.doi.org/10.1055/s-0029-1216574
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Ranking Energetic Compounds with @ExplosionsAndFire
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, Tom and I rank several notable energetic compounds!
Links to Tom's Channels:
Explosions&Fire - https://www.youtube.com/c/ExplosionsFire2
Extractions&Ire - https://www.youtube.com/c/ExtractionsIre
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Chemistry of Spices - Allylbenzenes
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I discuss the prevalence of allylbenzene
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Links to articles discussed in this episode:
Cloves - https://www.doi.org/10.1021/jf060608c
Sassafras - https://www.doi.org/10.1055/s-2006-959379
Anise - https://www.doi.org/10.1021/jf0257493
Fennel - https://www.doi.org/10.1080/0972060X.2011.10643978
Tarragon - https://www.doi.org/10.1177/1934578X1501000839
Parsley - https://www.doi.org/10.3390/foods5010018
Black Caraway - https://www.doi.org/10.1002/jsfa.3824
Octotea opifera Mart - https://www.doi.org/10.1080/10575630108041276
Croton hieronymi Root - https://www.doi.org/10.1080/10412905.2005.9698927
Chemistry of Spices
Parthasarathy VA, Chempakam B, Zachariah TJ, editors. Cabi; 2008.
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Fabrication on Steroids
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I discuss a paper from SN Applied Sciences, where the authors demonstrate some unprecedented chemistry using acetonitrile.
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Links to articles discussed in this episode:
Sketchy Article - https://www.doi.org/10.1007/s42452-019-0378-7
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Research Conflict Resolution
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I discuss the types of conflict that you may experience in the research lab, as well as methods of resolving them.
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Your Bad Mic Is Ruining Your Career - Here's Why
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I discuss how to record a presentation without having it look and sound like complete trash. This video was recorded without doing any editing whatsoever.
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Carbon Trifluoromethylation (IOC 49)
Like and subscribe. This is an archive channel, i'm not the owner of the content, check the link in the end. In this video, I discuss the radical, nucleophilic, and electrophilic trifluoromethylation in C-CF3 bond forming reactions.
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I forgot to mention in the video that the Ritter lab developed a TTF-CF3 reagent, which is promising as a versatile trifluoromethylating agent: https://doi.org/10.1021/jacs.1c02606
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Links to articles discussed in this episode:
Xe - https://www.doi.org/10.2174/978160805198410602010061
radical CF3 review - https://www.doi.org/10.1039/D1CS00200G
OG Langlois - https://www.doi.org/10.1016/0040-4039(91)80524-A
Langlois review - https://www.doi.org/10.1002/slct.202103867
Caffeine - https://www.doi.org/10.1073/pnas.1109059108
CF3SO2Cl - https://www.doi.org/10.1038/nature10647
CF3I - https://www.doi.org/10.1002/anie.201101861
TMS-CF3 review - https://www.doi.org/10.1021/cr400473a
CuCF3 review - https://www.doi.org/10.1055/s-0037-1611776
Best CuCF3 - https://www.doi.org/10.1039/C6RA10302B
cat. copper - https://www.doi.org/10.1002/chem.201405677
CF3H - https://www.doi.org/10.1126/science.1227859
Weibreb amide - https://www.doi.org/10.1039/C2CC35037H
ketone - https://www.doi.org/10.1002/ejoc.201101038
acyl phosphonium - https://www.doi.org/10.1002/chem.202102854
Trifluoromethylator - https://www.doi.org/10.1002/anie.201100633
silane - https://www.doi.org/10.1002/anie.201601163
Umemoto review - https://www.doi.org/10.1039/C4OB00671B
Togni review - https://www.doi.org/10.1021/cr500223h
Sulfoximinine - https://www.doi.org/10.1002/chem.202005104
alkenes - https://www.doi.org/10.1021/ja401022x
imidazolidinone - https://www.doi.org/10.1021/ja100748y
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