Alkynyl sulfides as dienophiles in cobalt-catalyzed Diels-Alder reactions

被引：16

作者：

Hilt, G ^{[1
]}

Lüers, S ^{[1
]}

机构：

[1] Univ Marburg, Fachbereich Chem, D-35043 Marburg, Germany

来源：

SYNTHESIS-STUTTGART | 2003年 / 12期

关键词：

alkynes; catalysis; cobalt; Diels-Alder reactions; sulfides; ACYCLIC 1,3-DIENES; SULFOXIDES; PRECURSOR;

D O I：

10.1055/s-2003-41034

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The cobalt(I)-catalyzed cycloaddition of alkynyl sulfides with 1,3-dienes can be realized at ambient temperatures. In combination with a mild oxidation step various polysubstituted and functionalised diaryl sulfides can be synthesized in good overall yields.

引用

页码：1784 / 1786

页数：3

共 12 条

[1] Alkynylboronic esters as efficient dienophiles in cobalt-catalyzed Diels-Alder reactions
Hilt, G
Smolko, KI
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (24) : 2795 - 2797
[2] Cobalt(I)-catalyzed neutral Diels-Alder reactions of 1,3-diynes with acyclic 1,3-dienes
Hilt, G
Smolko, KI
[J]. SYNTHESIS-STUTTGART, 2002, (05): : 686 - 692
[3] Hilt G, 2002, SYNLETT, P1081
[4] Hilt G, 2003, ANGEW CHEM, V115, P2901
[5] AN EFFICIENT AND GENERAL-SYNTHESIS OF ALKYL ALKYNYL SULFOXIDES
KABANYANE, ST
MAGEE, DI
[J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1992, 70 (11): : 2758 - 2763
[6] Sulfonate and sulfonamide activated olefins and acetylenes in [4+2] cycloaddition reactions
Lee, AWM
Chan, WH
Zhang, HK
Xia, PF
[J]. CURRENT ORGANIC CHEMISTRY, 2003, 7 (06) : 573 - 583
[7] Lee AWM, 1997, TOP CURR CHEM, V190, P103
[8] CYCLIZATION REACTION OF N-PROPARGYL EPOXYAMIDE TO ACETYLENIC 2-AZETIDINONE, A PRECURSOR TO THIENAMYCIN AND RELATED CARBAPENEMS
MARUYAMA, H
SHIOZAKI, M
OIDA, S
HIRAOKA, T
[J]. TETRAHEDRON LETTERS, 1985, 26 (37) : 4521 - 4522
[9] 3,4-DI-TERT-BUTYLTHIOPHENE 1,1-DIOXIDE, A CONVENIENT PRECURSOR OF ORTHO-DI-TERT-BUTYLBENZENE AND ITS DERIVATIVES
NAKAYAMA, J
YAMAOKA, S
NAKANISHI, T
HOSHINO, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (19) : 6598 - 6599
[10] Sauer J, 1998, EUR J ORG CHEM, V1998, P2885

← 1 2 →