Effects of catalysts on the cyclization of 2-diazo-2-methoxycarbonyl-N-aryl-N-alkylethanamides

被引：5

作者：

Smith, K

Bahzad, D

机构：

[1] Department of Chemistry, University of Wales

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1996年 / 23期

关键词：

D O I：

10.1039/p19960002793

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Inorganic solids have pronounced effects on the product distribution from decomposition of the title compounds; zeolite K beta is particularly useful for directing the synthesis of indolinones such as 5-methoxy-N-methylindolin-2-one, which is formed in 89% yield from 2-diazo-2-methoxycarbonyl-N-(4-methoxyphenyl)-N-methylethanamide; speculation is made about a possible mechanism.

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页码：2793 / 2798

页数：6

相关论文

共 43 条

[1] RHODIUM (II) CATALYZED-REACTIONS OF DIAZO-CARBONYL COMPOUNDS [J].

ADAMS, J ;

SPERO, DM .

TETRAHEDRON, 1991, 47 (10-11) :1765-1808

[2]

[Anonymous], 1994, SULFUR LETT

[3]

[Anonymous], 1995, SULFUR LETT

[4] REACTIONS OF SODIUM PHENYLACETYLIDE AND SODIUM ALKOXIDE WITH TOSYL AND MESYL AZIDES [J].

BOYER, JH ;

MACK, CH ;

GOEBEL, N ;

MORGAN, LR .

JOURNAL OF ORGANIC CHEMISTRY, 1958, 23 (07) :1051-1053

[5]

BURKE SD, 1979, ORG REACTIONS, V26, P61

[6] AN IMPROVED METHOD FOR THE SYNTHESIS OF ALPHA-DIAZO KETONES [J].

DANHEISER, RL ;

MILLER, RF ;

BRISBOIS, RG ;

PARK, SZ .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (06) :1959-1964

[7] HEIGHTENED SELECTIVITY IN AROMATIC NITRATIONS AND CHLORINATIONS BY THE USE OF SOLID SUPPORTS AND CATALYSTS [J].

DELAUDE, L ;

LASZLO, P ;

SMITH, K .

ACCOUNTS OF CHEMICAL RESEARCH, 1993, 26 (12) :607-613

[8] CATALYTIC METHODS FOR METAL CARBENE TRANSFORMATIONS [J].

DOYLE, MP .

CHEMICAL REVIEWS, 1986, 86 (05) :919-939

[9] ELECTROPHILIC METAL CARBENES AS REACTION INTERMEDIATES IN CATALYTIC REACTIONS [J].

DOYLE, MP .

ACCOUNTS OF CHEMICAL RESEARCH, 1986, 19 (11) :348-356

[10] CONSTRUCTION OF BETA-LACTAMS BY HIGHLY SELECTIVE INTRAMOLECULAR C-H INSERTION FROM RHODIUM(II) CARBOXYLATE CATALYZED-REACTIONS OF DIAZOACETAMIDES [J].

DOYLE, MP ;

SHANKLIN, MS ;

OON, SM ;

PHO, HQ ;

VANDERHEIDE, FR ;

VEAL, WR .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (14) :3384-3386

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