Reaction between isocyanides and dialkyl acetylenedicarboxylates in the presence of 4,5-diphenyl-1,3-dihydro-2H-imidazol-2-one.: One-pot synthesis of 5H-imidazo[2,1-b][1,3]oxazine derivatives

被引:33
作者
Adib, M
Ghanbary, K
Mostofi, M
Bijanzadeh, HR
机构
[1] Univ Tehran, Dept Chem, Fac Sci, Tehran, Iran
[2] Tarbiat Modares Univ, Dept Chem, Tehran, Iran
关键词
isocyanides; acetylenic esters; 4,5-diphenyl-1,3-dihydro-2H-imidazol-2-one; three-component reactions; 2,3-diphenyl-5H-imidazo[2,1-b[1,3]oxazines;
D O I
10.1016/j.tet.2005.01.056
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactive 1: 1 intermediate produced in the reaction between alkyl or aryl isocyanides and dialkyl acetylenedicarboxylates was trapped by 4,5-diphenyl-1,3-dihydro-2H-imidazol-2-one to yield highly functionalized 2,3-diphenyl-5H-imidazo[2,1-b][1,3]oxazine derivatives in fairly good yields. (C) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2645 / 2648
页数:4
相关论文
共 24 条
[1]  
Akira K., 1979, CHEM PHARM BULL, V27, P848
[2]  
[Anonymous], ADV HETEROCYCL CHEM
[3]   Use of transposon Tn5367 mutagenesis and a nitroimidazopyran-based selection system to demonstrate a requirement for fbiA and fbiB in coenzyme F420 biosynthesis by Mycobacterium bovis BCG [J].
Choi, KP ;
Bair, TB ;
Bae, YM ;
Daniels, L .
JOURNAL OF BACTERIOLOGY, 2001, 183 (24) :7058-7066
[4]  
CORSON BB, 1943, ORG SYNTH, V2, P231
[5]  
Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO
[6]  
2-U
[7]   Progress in TB drug development and what is still needed [J].
Duncan, K .
TUBERCULOSIS, 2003, 83 (1-3) :201-207
[8]   THE SYNTHESIS OF SPIRO AND BICYCLIC NUCLEOSIDES FROM RIBOSE ADDUCTS OF DIAMINOMALEONITRILE [J].
FERRIS, JP ;
DEVADAS, B .
TETRAHEDRON LETTERS, 1986, 27 (03) :323-326
[9]   SPIRO AND BICYCLIC NUCLEOSIDES - PREPARATION OF NEW STRUCTURAL TYPES FROM RIBOSE ADDUCTS OF DIAMINOMALEONITRILE [J].
FERRIS, JP ;
DEVADAS, B .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (12) :2355-2361
[10]  
LASZLO P, 1995, ORGANIC REACTIONS SI