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Formation of C(sp(2))-boronate esters by borylative cyclization of alkynes using BCl3.

ABSTRACT: BCl3 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 BCl3 to generate trisubstituted vinyl boronate esters.

SUBMITTER: Warner AJ

PROVIDER: S-EPMC4832827 | biostudies-other | 2015 Sep

REPOSITORIES: biostudies-other

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Formation of C(sp(2))-boronate esters by borylative cyclization of alkynes using BCl3.

Warner Andrew J AJ Lawson James R JR Fasano Valerio V Ingleson Michael J MJ

Angewandte Chemie (International ed. in English) 20150731 38

BCl3 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 BCl3 to generate trisubstituted vinyl boronate esters. ...[more]

PMID: 26237115

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