FACILE SYNTHESIS OF 1,4-BENZODIAZEPIN-5-ONE DERIVATIVES VIA INTRAMOLECULAR AZA-WITTIG REACTION - APPLICATION TO AN EFFICIENT SYNTHESIS OF O-BENZYL DC-81

被引：63

作者：

EGUCHI, S ^{[1
]}

YAMASHITA, K ^{[1
]}

MATSUSHITA, Y ^{[1
]}

KAKEHI, A ^{[1
]}

机构：

[1] SHINSHU UNIV,FAC ENGN,DEPT CHEM & MAT ENGN,WAKASATO,NAGANO 380,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1995年 / 60卷 / 13期

关键词：

D O I：

10.1021/jo00118a016

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The tandem Staudinger/aza-Wittig reaction of N-(o-azidobenzoyl)-alpha-amino acid esters gave the corresponding 1,4-benzodiazepin-5-one derivatives in moderate to good yields. This method was applied successfully to a new efficient synthesis of BzlDC-81.

引用

页码：4006 / 4012

页数：7

共 43 条

[1] 1H-INDAZOLE AND 2H-INDAZOLE BY THERMAL AND PHOTOLYTIC DECOMPOSITION OF ORTHO-AZIDOBENZOIC ACID AND ORTHO-AZIDOBENZALDEHYDE DERIVATIVES
ARDAKANI, MA
SMALLEY, RK
SMITH, RH
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (10): : 2501 - 2506
[2] SYNTHESIS OF REACTIVITY OF LAMBDA-5-PHOSPHAZENES - USES AS SYNTHETIC INTERMEDIATES
BARLUENGA, J
PALACIOS, F
[J]. ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1991, 23 (01) : 1 - 65
[3] EFFECT OF LINKER LENGTH ON DNA-BINDING AFFINITY, CROSS-LINKING EFFICIENCY AND CYTOTOXICITY OF C8-LINKED PYRROLOBENZODIAZEPINE DIMERS
BOSE, DS
THOMPSON, AS
SMELLIE, M
BERARDINI, MD
HARTLEY, JA
JENKINS, TC
NEIDLE, S
THURSTON, DE
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (20) : 1518 - 1520
[4] BOSE DS, 1992, TETRAHEDRON, V48, P751
[5] RATIONAL DESIGN OF A HIGHLY EFFICIENT IRREVERSIBLE DNA INTERSTRAND CROSS-LINKING AGENT BASED ON THE PYRROLOBENZODIAZEPINE RING-SYSTEM
BOSE, DS
THOMPSON, AS
CHING, JS
HARTLEY, JA
BERARDINI, MD
JENKINS, TC
NEIDLE, S
HURLEY, LH
THURSTON, DE
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (12) : 4939 - 4941
[6] A GENERAL AND EXPEDIENT METHOD FOR THE SOLID-PHASE SYNTHESIS OF 1,4-BENZODIAZEPINE DERIVATIVES
BUNIN, BA
ELLMAN, JA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (27) : 10997 - 10998
[7] PHOSPHORUS-CONTAINING HETEROCYCLES FROM PHOSPHORUS(III) REAGENTS AND ORTHO-AZIDO AROMATIC COMPOUNDS - SYNTHESIS OF 2,2-DI(DIMETHYLAMINO)-1,3,2-BENZOXAZAPHOSPHOLE AND VARIOUS 2,3-DIHYDRO-1,3,2-BENZOXAZAPHOSPH(V)OLES
CADOGAN, JIG
STEWART, NJ
TWEDDLE, NJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1978, (04) : 182 - 183
[8] SYNTHESIS OF NOVEL CARBOPOLYCYCLES AND HETEROPOLYCYCLES .20. SHORT-STEP SYNTHESIS OF RUTECARPINE AND TRYPTANTHRIN VIA INTRAMOLECULAR AZA-WITTIG REACTION
EGUCHI, S
TAKEUCHI, H
MATSUSHITA, Y
[J]. HETEROCYCLES, 1992, 33 (01) : 153 - 156
[9] EGUCHI S, 1992, SYNLETT, P295
[10] THE AZA-WITTIG REACTION IN HETEROCYCLIC SYNTHESIS - A REVIEW
EGUCHI, S
MATSUSHITA, Y
YAMASHITA, K
[J]. ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1992, 24 (02) : 209 - &

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