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Implanting Nitrogen into Hydrocarbon Molecules through CH and CC Bond Cleavages: A Direct Approach to Tetrazoles
Author(s) -
Chen Feng,
Qin Chong,
Cui Yuxin,
Jiao Ning
Publication year - 2011
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.201105505
Subject(s) - trimethylsilyl , simple (philosophy) , molecule , hydrocarbon , nitrogen , organic molecules , chemistry , scheme (mathematics) , computer science , combinatorial chemistry , organic chemistry , mathematics , philosophy , epistemology , mathematical analysis
From simple beginnings : A novel Cu‐promoted direct incorporation of nitrogen into simple hydrocarbon molecules under mild and neutral reaction conditions is described. 1,5‐Disubstituted tetrazoles are efficiently constructed by two C sp 3H and one CC bond cleavages (see scheme; TMS=trimethylsilyl). This protocol provides a new and unique strategy to functionalize simple and readily available hydrocarbon molecules.