4-Cyanopyridine-catalyzed anti-Markovnikov selective hydroboration of alkenes

A highly selective anti-Markovnikov hydroboration reaction of alkenes with bis(pinacolato)diboron catalyzed by 4-cyanopyridine has been described. This strategy provides an efficient, practical and environmentally benign protocol for the construction of alkylboronates in moderate to good yields unde...

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Bibliographic Details
Published in:New journal of chemistry 2018, Vol.42 (20), p.16456-16459
Main Authors: Xu, Rui, Lu, Guo-ping, Cai, Chun
Format: Article
Language:English
Subjects:
Alkenes
Hydroboration
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Summary:A highly selective anti-Markovnikov hydroboration reaction of alkenes with bis(pinacolato)diboron catalyzed by 4-cyanopyridine has been described. This strategy provides an efficient, practical and environmentally benign protocol for the construction of alkylboronates in moderate to good yields under metal-free conditions. A radical mechanism proceeding via a 4-cyanopyridine-ligated boryl radical was proposed.
ISSN:1144-0546
1369-9261
DOI:10.1039/C8NJ03222J