The first example of a domino Diels-Alder/retro-Diels-Alder reaction of 1,3-dienic δ-sultones with alkynes

A simple synthesis of m-terphenyl dicarboxy derivatives from 4,6-diphenyl-[1,2]oxathiine 2,2-dioxide

Jens Gaitzsch, Victor O. Rogachev, Peter Metz, Mekhman S. Yusubov, Victor D. Filimonov, Olga Kataeva

Research output: Contribution to journal › Article

Abstract

[1,1′;3′,1″]Terphenyl-4′,5′-dicarboxylic acid derivatives were prepared from 1,3-dienic δ-sultone 4,6-diphenyl-[1,2] oxathiine 2,2-dioxide via Diels-Alder/retro-Diels-Alder reaction with dimethyl acetylenedicarboxylate under thermal, microwave or high-pressure activation.

Original language	English
Pages (from-to)	4-9
Number of pages	6
Journal	Journal of Sulfur Chemistry
Volume	30
Issue number	1
DOIs	https://doi.org/10.1080/17415990802512710
Publication status	Published - 1 Feb 2009

Fingerprint

Oxathiins

Dicarboxylic Acids

Alkynes

Chemical activation

Microwaves

Derivatives

naphthosultone

Hot Temperature

acetylenedicarboxylic acid dimethyl ester

diphenyl

Keywords

Alkynes
Diels-Alder reaction
High pressure
m-terphenyl derivatives
Sultones

ASJC Scopus subject areas

Chemistry(all)

Cite this

Gaitzsch, J., Rogachev, V. O., Metz, P., Yusubov, M. S., Filimonov, V. D., & Kataeva, O. (2009). The first example of a domino Diels-Alder/retro-Diels-Alder reaction of 1,3-dienic δ-sultones with alkynes: A simple synthesis of m-terphenyl dicarboxy derivatives from 4,6-diphenyl-[1,2]oxathiine 2,2-dioxide. Journal of Sulfur Chemistry, 30(1), 4-9. https://doi.org/10.1080/17415990802512710

The first example of a domino Diels-Alder/retro-Diels-Alder reaction of 1,3-dienic δ-sultones with alkynes : A simple synthesis of m-terphenyl dicarboxy derivatives from 4,6-diphenyl-[1,2]oxathiine 2,2-dioxide. / Gaitzsch, Jens; Rogachev, Victor O.; Metz, Peter; Yusubov, Mekhman S.; Filimonov, Victor D.; Kataeva, Olga.

In: Journal of Sulfur Chemistry, Vol. 30, No. 1, 01.02.2009, p. 4-9.

Research output: Contribution to journal › Article

Gaitzsch, J, Rogachev, VO, Metz, P, Yusubov, MS , Filimonov, VD & Kataeva, O 2009, 'The first example of a domino Diels-Alder/retro-Diels-Alder reaction of 1,3-dienic δ-sultones with alkynes: A simple synthesis of m-terphenyl dicarboxy derivatives from 4,6-diphenyl-[1,2]oxathiine 2,2-dioxide', Journal of Sulfur Chemistry, vol. 30, no. 1, pp. 4-9. https://doi.org/10.1080/17415990802512710

Gaitzsch J, Rogachev VO, Metz P, Yusubov MS , Filimonov VD, Kataeva O. The first example of a domino Diels-Alder/retro-Diels-Alder reaction of 1,3-dienic δ-sultones with alkynes: A simple synthesis of m-terphenyl dicarboxy derivatives from 4,6-diphenyl-[1,2]oxathiine 2,2-dioxide. Journal of Sulfur Chemistry. 2009 Feb 1;30(1):4-9. https://doi.org/10.1080/17415990802512710

Gaitzsch, Jens ; Rogachev, Victor O. ; Metz, Peter ; Yusubov, Mekhman S. ; Filimonov, Victor D. ; Kataeva, Olga. / The first example of a domino Diels-Alder/retro-Diels-Alder reaction of 1,3-dienic δ-sultones with alkynes : A simple synthesis of m-terphenyl dicarboxy derivatives from 4,6-diphenyl-[1,2]oxathiine 2,2-dioxide. In: Journal of Sulfur Chemistry. 2009 ; Vol. 30, No. 1. pp. 4-9.

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10.1080/17415990802512710