An ammonia equivalent for the palladium-catalyzed amination of aryl halides and triflates

被引：348

作者：

Wolfe, JP ^{[1
]}

Ahman, J ^{[1
]}

Sadighi, JP ^{[1
]}

Singer, RA ^{[1
]}

Buchwald, SL ^{[1
]}

机构：

[1] MIT,DEPT CHEM,CAMBRIDGE,MA 02139

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 36期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/S0040-4039(97)01465-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Commercially available benzophenone imine serves as a convenient ammonia equivalent in the palladium-catalyzed amination of aryl halides and triflates. The benzophenone imine adducts can be cleaved directly to the corresponding primary anilines by catalytic hydrogenation or treatment with hydroxylamine hydrochloride or a catalytic amount of HCl in wet THF. (C) 1997 Elsevier Science Ltd.

引用

页码：6367 / 6370

页数：4

共 12 条

[1] A second-generation catalyst for aryl halide amination: Mixed secondary amines from aryl halides and primary amines catalyzed by (DPPF)PdCl2
Driver, MS
Hartwig, JF
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (30) : 7217 - 7218
[2] ASYMMETRIC-SYNTHESIS OF L-[3-C-11] ALANINE AND L-[3-C-11] PHENYLALANINE BY A PHASE-TRANSFER ALKYLATION REACTION
FASTH, KJ
ANTONI, G
LANGSTROM, B
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (12): : 3081 - 3084
[3] Palladium-catalyzed amination of aryl triflates and importance of triflate addition rate
Louie, J
Driver, MS
Hamann, BC
Hartwig, JF
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (05) : 1268 - 1273
[4] MANECKE G, 1979, J SOL-PHASE BIOCHEM, V4, P233
[5] ODONNELL MJ, 1978, TETRAHEDRON LETT, P2641
[6] SYNTHETIC ROUTE TO 3,3-DIPHENYL-2-INDOLINONE DERIVATIVES
SENO, M
SHIRAISHI, S
SUZUKI, Y
ASAHARA, T
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1978, 51 (05) : 1413 - 1417
[7] TAGUCHI K, 1971, J ORG CHEM, V36, P1570
[8] WESSJOHANN L, 1989, SYNTHESIS-STUTTGART, P359
[9] Wolfe J., UNPUB
[10] An improved catalyst system for aromatic carbon-nitrogen bond formation: The possible involvement of bis(phosphine) palladium complexes as key intermediates
Wolfe, JP
Wagaw, S
Buchwald, SL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (30) : 7215 - 7216

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