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Copper Nitrate Mediated Regioselective [2+2+1] Cyclization of Alkynes with Alkenes: A Cascade Approach to Δ 2 ‐Isoxazolines
Author(s) -
Gao Mingchun,
Li Yingying,
Gan Yuansheng,
Xu Bin
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201503393
Subject(s) - regioselectivity , nitrile , chemistry , copper , cascade , combinatorial chemistry , nitrate , alkene , organic chemistry , catalysis , chromatography
An efficient method for the regioselective synthesis of pharmacologically relevant polysubstituted Δ 2 ‐isoxazolines is based on the copper‐mediated direct transformation of simple terminal alkynes and alkenes. The overall process involves the formation of four chemical bonds with inexpensive and readily available copper nitrate trihydrate as a novel precursor of nitrile oxides. The reaction can be easily handled and proceeds under mild conditions.