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Blue‐Light‐Induced Carbene‐Transfer Reactions of Diazoalkanes
Author(s) -
Hommelsheim Renè,
Guo Yujing,
Yang Zhen,
Empel Claire,
Koenigs Rene M.
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201811991
Subject(s) - carbene , catalysis , chemistry , photochemistry , combinatorial chemistry , acceptor , molecule , continuous flow , energy transfer , reactive intermediate , organic chemistry , chemical physics , biochemical engineering , physics , condensed matter physics , engineering
Carbenes are very important reactive intermediates to access a variety of complex molecules and are applied widely in organic synthesis and drug discovery. Typically, their chemistry is accessed by the use of transition metal catalysts. Herein, we describe the application of low‐energy blue light for the photochemical generation of carbenes from donor–acceptor diazoalkanes. This catalyst‐free and operationally simple approach enables highly efficient cyclopropenation reactions with alkynes and the rearrangement of sulfides under mild reaction conditions, which can be utilized for both batch and continuous‐flow processes.