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Issue 1, 2003
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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

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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(0) catalysis. The coupled products released by acidic cleavage with TFA were obtained in high purities after recrystallisation. 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.

Graphical abstract: 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

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Publication details

The article was received on 05 Sep 2002, accepted on 17 Oct 2002 and first published on 29 Nov 2002


Article type: Paper
DOI: 10.1039/B208632H
Citation: Org. Biomol. Chem., 2003,1, 140-144
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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

    L. J. Oates, R. F. W. Jackson and M. H. Block, Org. Biomol. Chem., 2003, 1, 140
    DOI: 10.1039/B208632H

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