Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
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Rhodium-catalyzed C(sp2)–H Addition of Arylboronic Acids to Alkynes Using a Boron-based, Convertible ortho-Directing Group
Takeshi YamamotoAoi IshibashiMichinori Suginome
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2017 Volume 46 Issue 8 Pages 1169-1172

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Abstract

Temporary modification of a boronyl group with pyrazorylaniline allowed insertion of arylpropiolates and diphenylacetylenes into the o-C–H bond of arylboronic acids in the presence of rhodium catalysts, giving 3,3-diarylacrylates and triarylethene containing aryl groups bearing an o-boryl group stereoselectively. The boronyl group in the 3,3-diarylacrylates was converted into various functional groups, including chlorine, hydrogen, hydroxy, and aromatic groups.

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© 2017 The Chemical Society of Japan
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