Diborylation of alkynyl MIDA boronates and sequential chemoselective suzuki-miyaura couplings: A formal carboborylation of alkynes

Keita Hyodo; Masato Suetsugu; Yasushi Nishihara

doi:10.1021/ol403326z

Diborylation of alkynyl MIDA boronates and sequential chemoselective suzuki-miyaura couplings: A formal carboborylation of alkynes

Keita Hyodo, Masato Suetsugu, Yasushi Nishihara

Research Institute for Interdisciplinary Science

Research output: Contribution to journal › Article › peer-review

43 Citations (Scopus)

Abstract

Platinum-catalyzed diborylation of phenylethynyl MIDA boronate with Bpin-Bpin proceeds to yield 1,1,2-triboryl-2-phenylethene with two different classes of the boron functionalities. Sequentially, the obtained 1,1,2-triboryl-2-phenylethene are subjected to Suzuki-Miyaura coupling to introduce a series of aryl groups chemoselectively to afford 1,1-boryl-2,2-diarylethenes.

Original language	English
Pages (from-to)	440-443
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	2
DOIs	https://doi.org/10.1021/ol403326z
Publication status	Published - Mar 17 2014

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Diborylation of alkynyl MIDA boronates and sequential chemoselective suzuki-miyaura couplings: A formal carboborylation of alkynes",

abstract = "Platinum-catalyzed diborylation of phenylethynyl MIDA boronate with Bpin-Bpin proceeds to yield 1,1,2-triboryl-2-phenylethene with two different classes of the boron functionalities. Sequentially, the obtained 1,1,2-triboryl-2-phenylethene are subjected to Suzuki-Miyaura coupling to introduce a series of aryl groups chemoselectively to afford 1,1-boryl-2,2-diarylethenes.",

author = "Keita Hyodo and Masato Suetsugu and Yasushi Nishihara",

year = "2014",

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doi = "10.1021/ol403326z",

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journal = "Organic Letters",

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T1 - Diborylation of alkynyl MIDA boronates and sequential chemoselective suzuki-miyaura couplings

T2 - A formal carboborylation of alkynes

AU - Hyodo, Keita

AU - Suetsugu, Masato

AU - Nishihara, Yasushi

PY - 2014/3/17

Y1 - 2014/3/17

N2 - Platinum-catalyzed diborylation of phenylethynyl MIDA boronate with Bpin-Bpin proceeds to yield 1,1,2-triboryl-2-phenylethene with two different classes of the boron functionalities. Sequentially, the obtained 1,1,2-triboryl-2-phenylethene are subjected to Suzuki-Miyaura coupling to introduce a series of aryl groups chemoselectively to afford 1,1-boryl-2,2-diarylethenes.

AB - Platinum-catalyzed diborylation of phenylethynyl MIDA boronate with Bpin-Bpin proceeds to yield 1,1,2-triboryl-2-phenylethene with two different classes of the boron functionalities. Sequentially, the obtained 1,1,2-triboryl-2-phenylethene are subjected to Suzuki-Miyaura coupling to introduce a series of aryl groups chemoselectively to afford 1,1-boryl-2,2-diarylethenes.

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Diborylation of alkynyl MIDA boronates and sequential chemoselective suzuki-miyaura couplings: A formal carboborylation of alkynes

Abstract

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