Convenient method for the preparation of Weinreb amides via Pd-catalyzed aminocarbonylation of aryl bromides at atmospheric pressure

被引：89

作者：

Martinelli, Joseph R. ^{[1
]}

Freckmann, Dominique M. M. ^{[1
]}

Buchwald, Stephen L. ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 21期

关键词：

D O I：

10.1021/ol061902t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The direct transformation of aryl bromides into the corresponding Weinreb amides via Pd-catalyzed aminocarbonylation at atmospheric pressure is reported.

引用

页码：4843 / 4846

页数：4

共 45 条

[1] Improved carbonylation of heterocyclic chlorides and electronically challenging aryl bromides [J].

Albaneze-Walker, J ;

Bazaral, C ;

Leavey, T ;

Dormer, PG ;

Murry, JA .

ORGANIC LETTERS, 2004, 6 (13) :2097-2100

[2]

[Anonymous], [No title captured], Patent No. 385210

[3] The development of a manufacturing route for the GPIIb/IIIs receptor antagonist SB-214857-A. Part 2: Conversion of the key intermediate SB-235349 to SB-214857-A [J].

Atkins, RJ ;

Banks, A ;

Bellingham, RK ;

Breen, GF ;

Carey, JS ;

Etridge, SK ;

Hayes, JF ;

Hussain, N ;

Morgan, DO ;

Oxley, P ;

Passey, SC ;

Walsgrove, TC ;

Wells, AS .

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2003, 7 (05) :663-675

[4] A mild, one-pot method for the conversion of carboxylic acids into the corresponding Weinreb amides [J].

Banwell, M ;

Smith, J .

SYNTHETIC COMMUNICATIONS, 2001, 31 (13) :2011-2019

[5] Catalysts for Suzuki-Miyaura coupling processes: Scope and studies of the effect of ligand structure [J].

Barder, TE ;

Walker, SD ;

Martinelli, JR ;

Buchwald, SL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (13) :4685-4696

[6]

BARDER TE, UNPUB

[7]

Beller M, 2001, SYNTHESIS-STUTTGART, P1098, DOI 10.1055/s-2001-14576

[8]

CASEY CP, 1990, ISRAEL J CHEM, V30, P299

[9] First enantioselective total synthesis of (-)-centrolobine [J].

Colobert, F ;

Des Mazery, R ;

Solladié, G ;

Carreño, MC .

ORGANIC LETTERS, 2002, 4 (10) :1723-1725

[10] An easy and convenient synthesis of Weinreb amides and hydroxamates [J].

De Luca, L ;

Giacomelli, G ;

Taddei, M .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (07) :2534-2537

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