TANDEM ENYNE ALLENE-RADICAL CYCLIZATION VIA BASE-CATALYZED ISOMERIZATION OF ENEDIYNE SULFONES

被引：18

作者：

GRISSOM, JW

KLINGBERG, D

机构：

[1] Department of Chemistry, University of Utah, Salt Lake City, Utah

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 37期

关键词：

D O I：

10.1016/00404-0399(50)1366-P

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enediyne sulfones 12-16 undergo a base-catalyzed isomerization to the corresponding enyne allenes followed by a tandem enyne aliene-radical cyclization at 37 degrees C to provide 2,3-dihydrobenz[e]indenes 17-21 in good yields.

引用

页码：6607 / 6610

页数：4

共 40 条

[1] REACTIVE 1,4-DEHYDROAROMATICS
BERGMAN, RG
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1973, 6 (01) : 25 - 31
[2] CDPI3-ENEDIYNE AND CDPI3-EDTA CONJUGATES - A NEW CLASS OF DNA CLEAVING AGENTS
BOGER, DL
ZHOU, JC
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (11) : 3018 - 3024
[3] INTRAMOLECULAR ADDITION OF VINYL AND ARYL RADICALS TO OXIME ETHERS IN THE SYNTHESIS OF 5-MEMBERED, 6-MEMBERED AND 7-MEMBERED RING-SYSTEMS
BOOTH, SE
JENKINS, PR
SWAIN, CJ
SWEENEY, JB
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (23): : 3499 - 3508
[4] ENYNE[3]CUMULENE - SYNTHESIS AND MODE OF AROMATIZATION
FUJIWARA, K
SAKAI, H
HIRAMA, M
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (05) : 1688 - 1689
[5] TANDEM ENYNE ALLENE-RADICAL CYCLIZATION VIA [3,3]-SIGMATROPIC REARRANGEMENTS
GRISSOM, JW
HUANG, DH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (18) : 5114 - 5116
[6] ARYL RADICAL ADDITIONS TO ALDEHYDES AND OXIME ETHERS - THE TANDEM ENEDIYNE-RADICAL CYCLIZATION
GRISSOM, JW
KLINGBERG, D
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (24) : 6559 - 6564
[7] HIGH-TEMPERATURE RADICAL CYCLIZATION ANOMALIES IN THE TANDEM ENEDIYNE-BIS-RADICAL CYCLIZATION
GRISSOM, JW
CALKINS, TL
HUANG, DH
MCMILLEN, H
[J]. TETRAHEDRON, 1994, 50 (16) : 4635 - 4650
[8] SYNTHETIC STUDIES OF THE TANDEM ENEDIYNE-MONO-RADICAL AND BIS-RADICAL CYCLIZATIONS
GRISSOM, JW
CALKINS, TL
EGAN, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (25) : 11744 - 11752
[9] TANDEM ENEDIYNE-RADICAL CYCLIZATION EXPANSION TO NONAROMATIC ENEDIYNES
GRISSOM, JW
CALKINS, TL
MCMILLEN, HA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (24) : 6556 - 6558
[10] ENEDIYNE AND TRIBUTYLTIN HYDRIDE-MEDIATED ARYL RADICAL ADDITIONS ONTO VARIOUS RADICAL ACCEPTERS
GRISSOM, JW
KLINGBERG, D
MEYENBURG, S
STALLMAN, BL
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (25) : 7876 - 7888

← 1 2 3 4 →