Phototropin-Inspired Chemoselective Synthesis of Unsymmetrical Disulfides: Aerobic Oxidative Heterocoupling of Thiols Using Flavin Photocatalysis

Organic Letters Volume 22 Issue 23 Page 9244-9248 published_at 2020-12-04
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Title
Phototropin-Inspired Chemoselective Synthesis of Unsymmetrical Disulfides: Aerobic Oxidative Heterocoupling of Thiols Using Flavin Photocatalysis
Creator
Oka Marina
Katsube Daichi
Source Title
Organic Letters
Volume 22
Issue 23
Start Page 9244
End Page 9248
Journal Identifire
ISSN 1523-7060
Descriptions
Inspired by the photochemical mechanism of a plant blue-light receptor, a unique flavin-based photocatalytic system was developed for the chemoselective heterocoupling of two different thiols, which enabled the facile synthesis of unsymmetrical disulfides. Owing to the redox- and photo-organocatalysis of flavin, the coupling reaction took place under mild metal-free conditions and visible light irradiation with the use of air, which is recognized as the ideal green oxidant.
Subjects
Disulfides ( Other)
Flavins ( Other)
Thiols,Adducts ( Other)
Heterocouplings ( Other)
Language
eng
Resource Type journal article
Publisher
American Chemical Society
Date of Issued 2020-12-04
Publish Type Accepted Manuscript
Access Rights open access
Relation
[DOI] 10.1021/acs.orglett.0c03458