REGIOSPECIFIC PALLADIUM-CATALYZED CYCLOADDITION OF AZIRIDINES AND CARBODIIMIDES

被引：34

作者：

BAEG, JO ^{[1
]}

ALPER, H ^{[1
]}

机构：

[1] UNIV OTTAWA,OTTAWA CARLETON CHEM INST,DEPT CHEM,OTTAWA K1N 6N5,ONTARIO,CANADA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 01期

关键词：

D O I：

10.1021/jo00027a030

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Bis(benzonitrile)palladium dichloride is an effective catalyst for the cycloaddition reaction of aziridines with carbodiimides to form imidazolidenimines in 40-94% yields. The process is a regiospecific one, involving cleavage of the more substituted ring carbon-nitrogen bond. An X-ray structure determination of one of the imidazolidinimines, together with spectral and analytical data for the products of all the cycloaddition reactions, provided the basis for the structure assignment.

引用

页码：157 / 162

页数：6

共 12 条

[1] REGIOSPECIFIC SYNTHESIS OF AZA-BETA-LACTAMS FROM DIAZIRIDINES
ALPER, H
DELLEDONNE, D
KAMEYAMA, M
ROBERTO, D
[J]. ORGANOMETALLICS, 1990, 9 (03) : 762 - 765
[2] STEREOSPECIFIC CYCLOADDITION OF HETEROCUMULENES TO OXIRANES CATALYZED BY ORGANOTIN HALIDE-COMPLEXES
BABA, A
SEKI, K
MATSUDA, H
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (07) : 1925 - 1930
[3] ENANTIOSPECIFIC AND STEREOSPECIFIC RHODIUM(I)-CATALYZED CARBONYLATION AND RING EXPANSION OF AZIRIDINES - ASYMMETRIC-SYNTHESIS OF BETA-LACTAMS AND THE KINETIC RESOLUTION OF AZIRIDINES
CALET, S
URSO, F
ALPER, H
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (03) : 931 - 934
[4] Campbell T.W., 1973, ORG SYNTH, V5, P501
[5] DOYLE JR, 1960, INORG SYNTH, V6, P218
[6] NRCVAX - AN INTERACTIVE PROGRAM SYSTEM FOR STRUCTURE-ANALYSIS
GABE, EJ
LEPAGE, Y
CHARLAND, JP
LEE, FL
WHITE, PS
[J]. JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1989, 22 : 384 - 387
[7] ANALYSIS OF SINGLE-CRYSTAL BRAGG-REFLECTIONS FROM PROFILE MEASUREMENTS
GRANT, DF
GABE, EJ
[J]. JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1978, 11 (APR) : 114 - 120
[8] REACTION OF OXAZIRIDINE WITH SULFUR-CONTAINING HETEROCUMULENES
KOMATSU, M
OHSHIRO, Y
YASUDA, K
ICHIJIMA, S
AGAWA, T
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (07) : 957 - 962
[9] REACTION OF CARBON-DIOXIDE WITH L-PHENYLAZIRIDINE CATALYZED BY ORGANO-ANTIMONY AND ORGANOTIN COMPOUNDS
MATSUDA, H
NINAGAWA, A
HASEGAWA, H
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1985, 58 (09) : 2717 - 2718
[10] REGIOSELECTIVE[4 + 2] AND [2 + 2] CYCLOADDITIONS OF 1-AZIRINES TO HETEROCUMULENES - FORMATION AND REARRANGEMENTS OF CYCLOADDUCTS
NAIR, V
KIM, KH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (25) : 3763 - 3767

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