HIGHLY SELECTIVE INSERTION INTO AROMATIC C-H BONDS IN RHODIUM(II) TRIPHENYLACETATE-CATALYZED DECOMPOSITION OF ALPHA-DIAZOCARBONYL COMPOUNDS

被引：71

作者：

HASHIMOTO, S ^{[1
]}

WATANABE, N ^{[1
]}

IKEGAMI, S ^{[1
]}

机构：

[1] TEIKYO UNIV,FAC PHARMACEUT SCI,SAGAMIKO,KANAGAWA 19901,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1992年 / 20期

关键词：

D O I：

10.1039/c39920001508

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Rhodium(II) triphenylacetate, which features a bulky bridging ligand, has been demonstrated to exhibit an exceptionally high order of selectivity for aromatic C-H insertion over aliphatic C-H insertion or cyclopropanation in catalytic decompositions of alpha-diazocarbonyl compounds, thus providing an expedient and general entry to variously substituted indan-2-ones.

引用

页码：1508 / 1510

页数：3

共 13 条

[1] RHODIUM (II) CATALYZED-REACTIONS OF DIAZO-CARBONYL COMPOUNDS
ADAMS, J
SPERO, DM
[J]. TETRAHEDRON, 1991, 47 (10-11) : 1765 - 1808
[2] CATALYTIC METHODS FOR METAL CARBENE TRANSFORMATIONS
DOYLE, MP
[J]. CHEMICAL REVIEWS, 1986, 86 (05) : 919 - 939
[3] ELECTROPHILIC METAL CARBENES AS REACTION INTERMEDIATES IN CATALYTIC REACTIONS
DOYLE, MP
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1986, 19 (11) : 348 - 356
[4] RHODIUM(II) ACETATE AND NAFION-H CATALYZED DECOMPOSITION OF N-ARYLDIAZOAMIDES - AN EFFICIENT SYNTHESIS OF 2(3H)-INDOLINONES
DOYLE, MP
SHANKLIN, MS
PHO, HQ
MAHAPATRO, SN
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (05) : 1017 - 1022
[5] PREPARATION OF 3-ACETYL-2-HYDROXYINDOLES VIA RHODIUM CARBENOID AROMATIC C-H INSERTION
ETKIN, N
BABU, SD
FOOKS, CJ
DURST, T
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (03) : 1093 - 1096
[6] DIRHODIUM(II) TETRA(TRIPHENYLACETATE) - A HIGHLY EFFICIENT CATALYST FOR THE SITE-SELECTIVE INTRAMOLECULAR C-H INSERTION REACTIONS OF ALPHA-DIAZO BETA-KETO-ESTERS
HASHIMOTO, S
WATANABE, N
IKEGAMI, S
[J]. TETRAHEDRON LETTERS, 1992, 33 (19) : 2709 - 2712
[7] THE STUDIES OF METAL-ION CATALYZED CARBON-HYDROGEN INSERTION OF ALPHA-ALKOXY-ALPHA'-DIAZOKETONES DERIVED FROM MANDELIC AND LACTIC ACIDS
HON, YS
CHANG, RC
CHAU, TY
[J]. HETEROCYCLES, 1990, 31 (10) : 1745 - 1750
[8] INTRAMOLECULAR RHODIUM CARBENOID INSERTIONS INTO AROMATIC C-H BONDS - PREPARATION OF 1-CARBOALKOXY-1,3-DIHYDROBENZO[C]THIOPHENE 2,2-DIOXIDES
HRYTSAK, M
ETKIN, N
DURST, T
[J]. TETRAHEDRON LETTERS, 1986, 27 (47) : 5679 - 5682
[9] PREPARATION OF 3-ACETYLBENZOFURAN-2(3H)-ONES AND 3-ACETYLNAPHTHOFURAN-2(3H)-ONES VIA INTRAMOLECULAR RHODIUM CARBENOID INSERTION
HRYTSAK, M
DURST, T
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (15) : 1150 - 1151
[10] KIRKIACHARIAN BS, 1990, SYNTHESIS-STUTTGART, P815

← 1 2 →