Transition Metal Catalyst Free Cross-Coupling Reaction of Tertiary Propargylic Alcohols with Hetero-Areneboronic Acids

11 January 2022, Version 3
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

We report a perfluorophenylboronic acid catalyzed cross coupling reaction of tertiary propargylic alcohols and hetero-areneboronic acids for valuable benzo[b]thiophene and cyclopenta[a]indene derivates. This coupling reaction proceeds efficiently with a wide array of substrates scope in up to 89% yield and excellent regioselectivity. A significant advantage of our protocol is the transition metal catalyst free and mild conditions needed. This strategy provides direct and facile access to medicinally important benzo[b]thiophene and cyclopenta[a]indene scaffold containing a quaternary carbon center.

Keywords

Metal free
Cross coupling
Propargylic alcohols
Perfluorophenyl boronic acid

Supplementary materials

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Description
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Supporting Information
Description
Including the general information, synthesis of substrates, reference, crystallographic data and NMR spectra
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XRD of 3p
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XRD
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