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Cross coupling reactions of organozinc iodides with solid-supported electrophiles: Synthesis of 4-substituted benzoic and 3-substituted (E)- and (Z)-propenoic acids and amides

Lookup NU author(s): Leslie Oates, Professor Richard Jackson

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Abstract

The solid-supported iodobenzoic acid derivatives 8-10 were coupled with a range of organozinc reagents 1-4 under palladium(o) catalysis. The coupled products released by acidic cleavage with TFA were obtained in high purities after recrystallization. Analogous coupling of solid-supported (E)- and (Z)-3-iodoacrylic acids 18a, 18b, 19 and 20 gave (E)- and (Z)-α,β-unsaturated acids and amides 21-27 stereospecifically.

Publication metadata

Author(s): Oates LJ, Jackson RFW, Block MH

Publication type: Article

Publication status: Published

Journal: Organic and Biomolecular Chemistry

Year: 2003

Volume: 1

Issue: 1

Pages: 140-144

ISSN (print): 1477-0520

ISSN (electronic): 1477-0539

Publisher: Royal Society of Chemistry

URL: http://dx.doi.org/10.1039/b208632h

DOI: 10.1039/b208632h

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