Solvent-Free, Microwave-Assisted, One-Pot Synthesis of 2-Acetyl-N,3-diaryl-4-nitro-butanamides

被引：3

作者：

Yavari, Issa ^{[1
]}

Beheshti, Saeideh ^{[1
]}

Hossaini, Zinatossadat ^{[1
]}

Souri, Sanaz ^{[1
]}

机构：

[1] Tarbiat Modares Univ, Dept Chem, Tehran, Iran

来源：

SYNTHETIC COMMUNICATIONS | 2011年 / 41卷 / 06期

关键词：

Aniline; butanamide; Michael addition; microwave irradiation; -nitrostyrene; DIRECT CONJUGATE ADDITION; AMINE-THIOUREA CATALYST; BETA-NITROSTYRENES; MICHAEL ADDITIONS; NITROALKENES; ISOCYANIDE; GRIGNARD; REAGENTS; KETONES;

D O I：

10.1080/00397911003707113

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[image omitted] A microwave-assisted diastereoselective synthesis of 2-acetyl-N,3-diaryl-4-nitro-butanamides via reaction of anilines, 2,2,6-trimethyl-4H-1,3-dioxin-4-one, and -nitrostyrenes in the presence of catalytic amounts of triethylamine under solvent-free conditions is described.

引用

收藏

页码：907 / 913

页数：7

相关论文

共 16 条

[1] HETEROSUBSTITUTED NITROALKENES IN SYNTHESIS [J].

BARRETT, AGM .

CHEMICAL SOCIETY REVIEWS, 1991, 20 (01) :95-127

[2]

Berner OM, 2002, EUR J ORG CHEM, V2002, P1877

[3]

FEUER H, 1990, NITRO COMPOUNDS RECE, P1

[4] Synthesis of 1-(2,6-dimethylphenyl)-N-hydroxy-4,4-dialkyl-2,5-dioxo-N-aryl-3-pyrrolidine-carboxamides from reaction of 2,6-dimethylphenyl isocyanide, alkylidene Meldrum's acids, and arylhydroxylamines [J].

Habibi, Azizollah ;

Mousavifar, Leyla ;

Yazdanbakhsh, Mohammad R. ;

Yavari, Issa .

SYNTHETIC COMMUNICATIONS, 2008, 38 (06) :873-880

[5] Highly enantioselective direct conjugate addition of ketones to nitroalkenes promoted by a chiral primary amine-thiourea catalyst [J].

Huang, Hongbing ;

Jacobsen, Eric N. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (22) :7170-7171

[6] SELECTED REDUCTIONS OF CONJUGATED NITROALKENES [J].

KABALKA, GW ;

GUINDI, LHM ;

VARMA, RS .

TETRAHEDRON, 1990, 46 (21) :7443-7457

[7] Organic solid-state reactions with 100% yield [J].

Kaupp, G .

ORGANIC SOLID STATE REACTIONS, 2005, 254 :95-183

[8] A chiral primary amine thiourea catalyst for the highly enantioselective direct conjugate addition of α,α-disubstituted aldehydes to nitroalkenes [J].

Lalonde, Mathieu P. ;

Chen, Yonggang ;

Jacobsen, Eric N. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (38) :6366-6370

[9] Efficient proline-catalyzed Michael additions of unmodified ketones to nitro olefins [J].

List, B ;

Pojarliev, P ;

Martin, HJ .

ORGANIC LETTERS, 2001, 3 (16) :2423-2425

[10]

PEREKALIN VV, 1994, NITROALKENES CONJUGA, P53