Synthesis of Cyclic Alkenylborates via Silaboration of Alkynes Followed by Hydrolysis for Utilization in External-Base-Free Cross Coupling

Cyclic alkenylborates have been synthesized regioselectively via a palladium-catalyzed regioselective silaboration of terminal alkynes with ClMe2Si–B(pin) followed by basic hydrolysis. The cyclic borates undergo cross coupling with 4-iodoanisole in the absence of an external base.

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Bibliographic Details
Published in:Organometallics 2013-05, Vol.32 (9), p.2870-2873
Main Authors: Ohmura, Toshimichi, Oshima, Kazuyuki, Suginome, Michinori
Format: Article
Language:English
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Summary:Cyclic alkenylborates have been synthesized regioselectively via a palladium-catalyzed regioselective silaboration of terminal alkynes with ClMe2Si–B(pin) followed by basic hydrolysis. The cyclic borates undergo cross coupling with 4-iodoanisole in the absence of an external base.
ISSN:0276-7333
1520-6041
DOI:10.1021/om400138u