Issue 109, 2014

Atom-economic threefold cross-couplings of triarylbismuth reagents with 2-halobenzaldehydes and pot-economic in situ Wittig functionalizations with phosphonium salts

Abstract

In this paper we report an efficient pot-economic methodology for the synthesis of ortho-olefinated biaryls. This has been achieved through an atom-economic threefold cross-coupling of triarylbismuth reagents with 2-halobenzaldehydes followed by pot-economic in situ Wittig olefination. The overall process is a pot-economic straightforward synthesis of ortho-olefinated biaryls from 2-halobenzaldehydes, triarylbismuth reagents and phosphonium salts. This pot-economic approach was applied to the formal synthesis of medicinally important Eupomatilone-6.

Graphical abstract: Atom-economic threefold cross-couplings of triarylbismuth reagents with 2-halobenzaldehydes and pot-economic in situ Wittig functionalizations with phosphonium salts

Supplementary files

Article information

Article type
Paper
Submitted
07 Oct 2014
Accepted
06 Nov 2014
First published
24 Nov 2014

RSC Adv., 2014,4, 63792-63806

Atom-economic threefold cross-couplings of triarylbismuth reagents with 2-halobenzaldehydes and pot-economic in situ Wittig functionalizations with phosphonium salts

M. L. N. Rao and R. J. Dhanorkar, RSC Adv., 2014, 4, 63792 DOI: 10.1039/C4RA13348J

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