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Formation of C(sp 2 )Boronate Esters by Borylative Cyclization of Alkynes Using BCl 3
Author(s) -
Warner Andrew J.,
Lawson James R.,
Fasano Valerio,
Ingleson Michael J.
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201505810
Subject(s) - chemistry , electrophile , intermolecular force , combinatorial chemistry , alkyne , organic chemistry , medicinal chemistry , molecule , catalysis
BCl 3 is an inexpensive electrophile which induces the borylative cyclization of a wide range of substituted alkynes to regioselectively form polycycles containing synthetically versatile C(sp 2 )boronate esters. It proceeds rapidly, with good yields and is compatible with a range of functional groups and substitution patterns. Intermolecular 1,2‐carboboration of alkynes is also achieved using BCl 3 to generate trisubstituted vinyl boronate esters.