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 journalArticle

8 Citations (Scopus)

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 languageEnglish
Pages (from-to)4-9
Number of pages6
JournalJournal of Sulfur Chemistry
Volume30
Issue number1
DOIs
Publication statusPublished - 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

@article{43ac2a81eccd4f76a8fe45ebdde85436,
title = "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",
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.",
keywords = "Alkynes, Diels-Alder reaction, High pressure, m-terphenyl derivatives, Sultones",
author = "Jens Gaitzsch and Rogachev, {Victor O.} and Peter Metz and Yusubov, {Mekhman S.} and Filimonov, {Victor D.} and Olga Kataeva",
year = "2009",
month = "2",
day = "1",
doi = "10.1080/17415990802512710",
language = "English",
volume = "30",
pages = "4--9",
journal = "Journal of Sulfur Chemistry",
issn = "1741-5993",
publisher = "Taylor and Francis Ltd.",
number = "1",

}

TY - JOUR

T1 - The first example of a domino Diels-Alder/retro-Diels-Alder reaction of 1,3-dienic δ-sultones with alkynes

T2 - A simple synthesis of m-terphenyl dicarboxy derivatives from 4,6-diphenyl-[1,2]oxathiine 2,2-dioxide

AU - Gaitzsch, Jens

AU - Rogachev, Victor O.

AU - Metz, Peter

AU - Yusubov, Mekhman S.

AU - Filimonov, Victor D.

AU - Kataeva, Olga

PY - 2009/2/1

Y1 - 2009/2/1

N2 - [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.

AB - [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.

KW - Alkynes

KW - Diels-Alder reaction

KW - High pressure

KW - m-terphenyl derivatives

KW - Sultones

UR - http://www.scopus.com/inward/record.url?scp=61649086671&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=61649086671&partnerID=8YFLogxK

U2 - 10.1080/17415990802512710

DO - 10.1080/17415990802512710

M3 - Article

AN - SCOPUS:61649086671

VL - 30

SP - 4

EP - 9

JO - Journal of Sulfur Chemistry

JF - Journal of Sulfur Chemistry

SN - 1741-5993

IS - 1

ER -