Cupric acetate mediated N-arylation by arylboronic acids: A preliminary investigation into the scope of application

被引：62

作者：

Cundy, DJ ^{[1
]}

Forsyth, SA ^{[1
]}

机构：

[1] CSIRO, S Clayton MDC, Vic 3169, Australia

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 43期

关键词：

D O I：

10.1016/S0040-4039(98)01735-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A range of NH substrates of varying nucleophilicity were reacted with a selection of electronically diverse aryl boronic acids in the presence of cupric acetate in order to evaluate the generality of a previously described N-arylation procedure. The results of that investigation are discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：7979 / 7982

页数：4

共 19 条

[1] ACRIDINE SYNTHESES AND REACTIONS .4. A NEW SYNTHESIS OF AMINOACRIDINES FROM FORMIC ACID AND DIARYLAMINES
ALBERT, A
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1948, (AUG): : 1225 - 1230
[2] New N- and O-arylations with phenylboronic acids and cupric acetate
Chan, DMT
Monaco, KL
Wang, RP
Winters, MP
[J]. TETRAHEDRON LETTERS, 1998, 39 (19) : 2933 - 2936
[3] BENZAZEPINE FORMATION BY THE 1.7-ELECTROCYCLISATIONS OF DIENE-CONJUGATED NITRILE YLIDES - STUDIES ON RELATIVE RATES OF CYCLIZATION VIA INTRAMOLECULAR COMPETITION REACTIONS
CULLEN, KE
SHARP, JT
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (20): : 2565 - 2579
[4] 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
[5] Synthesis of diaryl ethers through the copper-promoted arylation of phenols with arylboronic acids. An expedient synthesis of thyroxine
Evans, DA
Katz, JL
West, TR
[J]. TETRAHEDRON LETTERS, 1998, 39 (19) : 2937 - 2940
[6] Ewing D. F., 1978, CORRELATION ANAL CHE, P357, DOI DOI 10.1007/978-1-4615-8831-3_8
[7] On phenylation of primary aromatic amines.
Goldberg, I
[J]. BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1907, 40 : 4541 - 4546
[8] PALLADIUM-CATALYZED AROMATIC AMINATIONS WITH IN-SITU GENERATED AMINOSTANNANES
GURAM, AS
BUCHWALD, SL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (17) : 7901 - 7902
[9] New aryl/heteroaryl C-N bond cross-coupling reactions via arylboronic acid cupric acetate arylation
Lam, PYS
Clark, CG
Saubern, S
Adams, J
Winters, MP
Chan, DMT
Combs, A
[J]. TETRAHEDRON LETTERS, 1998, 39 (19) : 2941 - 2944
[10] REACTION OF ARYLBORONIC ACIDS AND THEIR DERIVATIVES WITH LEAD-TETRAACETATE - THE GENERATION OF ARYL LEAD TRIACETATES, AND META-PHENYLENEBIS(LEAD TRIACETATE) AND PARA-PHENYLENEBIS(LEAD TRIACETATE), INSITU FOR ELECTROPHILIC ARYLATION
MORGAN, J
PINHEY, JT
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (03): : 715 - 720

← 1 2 →