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Rhodium(II)‐Catalyzed Intramolecular Cycloisomerizations of Methylenecyclopropanes with N ‐Sulfonyl 1,2,3‐Triazoles
Author(s) -
Chen Kai,
Zhu ZiZhong,
Zhang YongSheng,
Tang XiangYing,
Shi Min
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201402803
Subject(s) - rhodium , cycloisomerization , chemistry , intramolecular force , carbene , sulfonyl , catalysis , combinatorial chemistry , tandem , stereochemistry , medicinal chemistry , organic chemistry , alkyl , materials science , composite material
A novel rhodium(II)‐catalyzed tandem cycloisomerization of methylenecyclopropanes (MCPs) with N ‐sulfonyl 1,2,3‐triazoles is disclosed. The reaction produces a series of highly functionalized polycyclic N heterocycles via a rhodium imino carbene intermediate. A distinct feature of this divergent synthesis is that different types of substrates control the reaction pathways. Moreover, several interesting transformations of these products to construct diazabicyclo[3.2.1]octane derivatives are also reported.