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language
eng
Author
Demizu, Ryuta Department of Chemistry, Graduate School of Natural Science and Technology, Shimane University, 1060 Nishikawatsu,Matsue 690-8504, Japan
Ohkado, Ryoma Department of Chemistry, Graduate School of Natural Science and Technology, Shimane University, 1060 Nishikawatsu,Matsue 690-8504, Japan
Description
A green, aerobic sulfenylation of imidazo[ 1,2-a]pyridines was performed using thiols, a flavinand- iodine dual catalytic system, and environmentally benign molecular oxygen as the only sacrificial reagent. The dual metal-free catalysts smoothly promote a unique stepwise tandem process, beginning with the aerobic oxidation of a thiol to afford a disulfide that is utilized in the oxidative sulfenylation of the imidazo[1,2-a]pyridine. This process has afforded diverse 3-sulfenylimidazo[1,2-a]pyridines of biological interest, and is environmentally friendly as benign H2O is the only by-product.
Subject
Disulfides
Reagents
Flavins
Thiols
Catalysts
Journal Title
The Journal of Organic Chemistry
Volume
83
Issue
19
Start Page
12291
End Page
12296
ISSN
0022-3263
ISSN(Online)
1520-6904
Published Date
2018-10-1
DOI
Publisher
American Chemical Society
NII Type
Journal Article
Format
PDF
Rights
https://s100.copyright.com/AppDispatchServlet?startPage=12291&pageCount=6&copyright=American+Chemical+Society&author=Hiroki+Iida%2C+Ryuta+Demizu%2C+Ryoma+Ohkado&orderBeanReset=true&imprint=American+Chemical+Society&volumeNum=83&issueNum=19&contentID=acs.joc.8b01878&title=Tandem+Flavin-Iodine-Catalyzed+Aerobic+Oxidative+Sulfenylation+of+Imidazo%5B1%2C2-a%5DPyridines+with+Thiols&numPages=6&pa=&issn=0022-3263&publisherName=acs&publication=joceah&rpt=n&endPage=12296&publicationDate=October+2018
Text Version
著者版
Gyoseki ID
e34995
OAI-PMH Set
Faculty of Science and Engineering
Remark
J. Org. Chem. 2018, 83, 19, 12291-12296