BF3.Et2O Promoted Electrophilic Sulfinylation and Spirocyclization of Biaryl Ynones: Access to SOAr-Containing Spiro[5.5]trienones

06 March 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A simple sulfinylated cascade transformation has remained largely underexplored. Herein, we disclose a detail and unified strategy of BF3.Et2O promoted cascade addition/dearomatization spiro-cyclization of biaryl ynones with aryl sulfinic acid. This approach provides a wide variety of functionalized spirotrienones in mild conditions and moderate to high yield at room temperature. A detailed mechanistic study has been carried out to prove cationic process.

Keywords

Sulfinylation
Dearomatization
Biaryl Ynones
Spiro-cyclization

Supplementary materials

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Title
BF3.Et2O Promoted Electrophilic Sulfinylation and Spirocyclization of Biaryl Ynones: Access to SOAr-Containing Spiro[5.5]trienones
Description
we have achieved a green sulfinylative dearomatization of biaryl ynones using BF3.Et2O, which allows straightforward access to solely ipso-annulated spiro compounds in high yields. The method is mild, step-economic, tolerant of a number of functional groups and further applications of carbonyl-substituted spirotrienones using BF3.Et2O were currently under way in our laboratory
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