Slow release of organoboronic acids in cross-coupling reactions

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United States of America Patent

PATENT NO 9845317
SERIAL NO

15142418

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Abstract

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A method of performing a chemical reaction includes reacting a compound selected from the group consisting of an organohalide and an organo-pseudohalide, and a protected organoboronic acid represented by formula (I) in a reaction mixture:

description='In-line Formulae' end='lead'R1—B-T  (I);description='In-line Formulae' end='tail'

where R1 represents an organic group, T represents a conformationally rigid protecting group, and B represents boron having sp3 hybridization. When unprotected, the corresponding organoboronic acid is unstable by the boronic acid neat stability test. The reaction mixture further includes a base having a pKB of at least 1 and a palladium catalyst. The method further includes forming a cross-coupled product in the reaction mixture.

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Patent Owner(s)

  • THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS

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Inventor(s)

Inventor Name Address # of filed Patents Total Citations
Burke, Martin D Champaign, US 55 121
Gillis, Eric P Wallingford, US 58 312
Knapp, David M Boonville, US 20 416

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