Stereoselective one-pot synthesis of oxazolines

被引:46
作者
Hajra, Saumen [1 ]
Bar, Sukanta [1 ]
Sinha, Debarshi [1 ]
Maji, Biswajit [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Kharagpur 721302, W Bengal, India
关键词
D O I
10.1021/jo8003937
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of alkenes with NBS, a nitrile, NaHCO3 and water in the presence of Cu(OTf)(2) or Zn(OTf)(2) is reported to furnish oxazolines in one pot and good yields. The reaction is equally applicable to chalcones.
引用
收藏
页码:4320 / 4322
页数:3
相关论文
共 46 条
[1]   BROMINATION OF ALKENES IN ACETONITRILE - A RATE AND PRODUCT STUDY [J].
BELLUCCI, G ;
BIANCHINI, R ;
CHIAPPE, C .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (09) :3067-3073
[2]   SYNTHESIS AND SOLUTION STRUCTURE OF MICROBIAL SIDEROPHORES [J].
BERGERON, RJ .
CHEMICAL REVIEWS, 1984, 84 (06) :587-602
[3]   The leupyrrins:: A structurally unique family of secondary metabolites from the myxobacterium Sorangium cellulosum [J].
Bode, HB ;
Irschik, H ;
Wenzel, SC ;
Reichenbach, H ;
Müller, R ;
Höfle, G .
JOURNAL OF NATURAL PRODUCTS, 2003, 66 (09) :1203-1206
[4]   NEW CRYSTALLINE CONFORMER IN POLY(N-ACYLETHYLENIMINE) COPOLYMERS CONTAINING PENDANT PENTAMETHYLDISILOXANYL GROUPS [J].
CAI, GF ;
LITT, MH .
MACROMOLECULES, 1992, 25 (08) :2277-2279
[5]   A NEW REACTION OF OLEFINS, NITRILES, AND HALOGENS [J].
CAIRNS, TL ;
GRAHAM, PJ ;
BARRICK, PL ;
SCHREIBER, RS .
JOURNAL OF ORGANIC CHEMISTRY, 1952, 17 (05) :751-757
[6]   One-step synthesis of oxazoline and dihydrooxazine libraries [J].
Chaudhry, Priyanka ;
Schoenen, Frank ;
Neuenswander, Benjamin ;
Lushington, Gerald H. ;
Aube, Jeffrey .
JOURNAL OF COMBINATORIAL CHEMISTRY, 2007, 9 (03) :473-476
[7]   A straightforward, one-pot protocol for the preparation of libraries of 2-oxazolines [J].
Crosignani, S ;
Swinnen, D .
JOURNAL OF COMBINATORIAL CHEMISTRY, 2005, 7 (05) :688-696
[8]   ASCIDIANS - PRODUCERS OF AMINO-ACID DERIVED METABOLITES [J].
DAVIDSON, BS .
CHEMICAL REVIEWS, 1993, 93 (05) :1771-1791
[9]   Highly diastereoselective hetero-Diels-Alder reactions of alkenyidihydrooxazoles as an approach to novel pyrimidine derivatives [J].
Elliot, MC ;
Kruiswijk, E .
CHEMICAL COMMUNICATIONS, 1997, (23) :2311-2312
[10]   Bioactive 2-oxazolines: A new approach via one-pot, four-component reaction [J].
Fan, Lijun ;
Lobkovsky, Emil ;
Ganem, Bruce .
ORGANIC LETTERS, 2007, 9 (10) :2015-2017