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Practical Metal‐Free C(sp 3 )H Functionalization: Construction of Structurally Diverse α‐Substituted N ‐Benzyl and N ‐Allyl Carbamates
Author(s) -
Xie Zhiyu,
Liu Lei,
Chen Wenfang,
Zheng Hongbo,
Xu Qingqing,
Yuan Huiqing,
Lou Hongxiang
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201310193
Subject(s) - nucleophile , chemistry , surface modification , reactivity (psychology) , metal , combinatorial chemistry , functional group , organic chemistry , medicinal chemistry , catalysis , medicine , polymer , alternative medicine , pathology
Described is a practical and universal CH functionalization of readily removable N ‐benzyl and N ‐allyl carbamates, with a wide range of nucleophiles at ambient temperature promoted by Ph 3 CClO 4 . The metal‐free reaction has an excellent functional‐group tolerance, and displays a broad scope with respect to both N ‐carbamates and nucleophile partners (a variety of organoboranes and CH compounds). The synthetic utility in target‐ as well as diversity‐oriented syntheses is demonstrated.