RHODIUM-CATALYZED CARBONYLATION OF 2-ALKYNYLANILINE - SYNTHESES OF 1,3-DIHYDROINDOL-2-ONES

被引：53

作者：

HIRAO, K ^{[1
]}

MORII, N ^{[1
]}

JOH, T ^{[1
]}

TAKAHASHI, S ^{[1
]}

机构：

[1] OSAKA UNIV,INST SCI & IND RES,IBARAKI,OSAKA 567,JAPAN

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 35期

关键词：

D O I：

10.1016/0040-4039(95)01202-S

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Rhodium-catalyzed carbonylation of 2-alkynylanilines under water-gas shift reaction conditions gives 3-alkyl-1,3-dihydroindol-2-ones 2 in good yields along with a small amount of 2-quinolone derivatives 4. The reaction under carbonylation conditions without additive water yields 3-(E)-alkylidene-1,3-dihydroindol-2-ones 3, indicating that the formation of 2 involves two steps; simultaneous cyclization With carbonylation of a triple bond by the participation of an adjacent amino group and subsequent hydrogenation.

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页码：6243 / 6246

页数：4

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