A ROUTE TO THE PYRROLO[1,2-A]INDOLENINE RING-SYSTEM VIA INTERMOLECULAR ORGANOLITHIUM ADDITION TO AN OXINDOLE

被引：22

作者：

JONES, K

STOREY, JMD

机构：

[1] Department of Chemistry, King's College London, Strand, London

来源：

TETRAHEDRON | 1993年 / 49卷 / 22期

关键词：

OXINDOLE; ORGANOLITHIUM; MITOMYCINS;

D O I：

10.1016/S0040-4020(01)80407-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A synthesis of the pyrrolo[1,2 a]indolenine 6 in four steps from N-benzyl-3,3-dimethyloxindole 2 is presented involving an organolithium addition to the oxindole carbonyl group. Additions of vinyllithiums to the oxindole 2 are presented.

引用

页码：4901 / 4906

页数：6

共 23 条

[1] THE USE OF TRIPHENYLPHOSPHINE DIETHYL AZODICARBOXYLATE (DEAD) FOR THE CYCLIZATION OF 1,4-AMINO AND 1,5-AMINO ALCOHOLS
BERNOTAS, RC
CUBE, RV
[J]. TETRAHEDRON LETTERS, 1991, 32 (02) : 161 - 164
[2] COBALT-MEDIATED ARYL RADICAL CYCLIZATIONS - A FORMAL SYNTHESIS OF PHYSOVENINE
CLARK, AJ
JONES, K
[J]. TETRAHEDRON, 1992, 48 (33) : 6875 - 6882
[3] EFFECT OF SOLVENT ON STERIC STABILITY OF LITHIUM REAGENTS
CURTIN, DY
KOEHL, WJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (10) : 1967 - &
[4] A STEREOSPECIFIC ROUTE TO AZIRIDINOMITOSANES - THE SYNTHESIS OF NOVEL MITOMYCIN CONGENERS
DANISHEFSKY, S
BERMAN, EM
CIUFOLINI, M
ETHEREDGE, SJ
SEGMULLER, BE
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (13) : 3891 - 3898
[5] [3+2] CYCLO-ADDITIONS OF INDOLENINE-DERIVED AZOMETHINE YLIDES A RAPID ENTRY INTO PYRROLO[1,2-A]INDOLINES
FISHWICK, CWG
JONES, AD
MITCHELL, MB
SZANTAY, C
[J]. TETRAHEDRON LETTERS, 1988, 29 (41) : 5325 - 5328
[6] Franck R W, 1979, Fortschr Chem Org Naturst, V38, P1
[7] TRANSITION-METALS IN THE SYNTHESIS AND FUNCTIONALIZATION OF INDOLES
HEGEDUS, LS
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (09): : 1113 - 1226
[8] HUANG YC, 1985, J ORG CHEM, V50, P3885
[9] INTERMOLECULAR AND INTRAMOLECULAR REACTIONS OF INDOL-2-YL CARBENES AND RELATED SPECIES - PREPARATION OF 1,1A,2,8B-TETRAHYDROAZIRINO[2',3'-3,4]PYRROLO[1,2-A]INDOLES
JONES, GB
MOODY, CJ
PADWA, A
KASSIR, JM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (07): : 1721 - 1727
[10] A TOTAL SYNTHESIS OF HORSFILINE VIA ARYL RADICAL CYCLIZATION
JONES, K
WILKINSON, J
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (24) : 1767 - 1769

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