Unprecedented reactivity of N-heterocyclic carbenes toward DMAD and aldehydes leading to novel multicomponent reactions

被引:109
作者
Nair, V [1 ]
Bindu, S
Sreekumar, V
Rath, NP
机构
[1] CSIR, Reg Res Lab, Div Organ Chem, Trivandrum 695019, Kerala, India
[2] Univ Missouri, Dept Chem, St Louis, MO 63121 USA
关键词
D O I
10.1021/ol0273856
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A facile synthesis of highly functionalized 2-oxymaleate and furanone derivatives by the multicomponent reaction of 1,3-dimesityl imidazolin2-ylidene/imidazol-2-ylidene, DMAD, and aldehydes is described.
引用
收藏
页码:665 / 667
页数:3
相关论文
共 27 条
[1]   SYNTHESIS OF A REVERSE YLIDE FROM A NUCLEOPHILIC CARBENE [J].
ARDUENGO, AJ ;
KLINE, M ;
CALABRESE, JC ;
DAVIDSON, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (25) :9704-9705
[2]   Imidazolylidenes, imidazolinylidenes and imidazolidines [J].
Arduengo, AJ ;
Krafczyk, R ;
Schmutzler, R ;
Craig, HA ;
Goerlich, JR ;
Marshall, WJ ;
Unverzagt, M .
TETRAHEDRON, 1999, 55 (51) :14523-14534
[3]   Looking for stable carbenes: The difficulty in starting anew [J].
Arduengo, AJ .
ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (11) :913-921
[5]   First example of N-heterocyclic carbenes as catalysts for living polymerization:: Organocatalytic ring-opening polymerization of cyclic esters [J].
Connor, EF ;
Nyce, GW ;
Myers, M ;
Möck, A ;
Hedrick, JL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (06) :914-915
[6]  
Cowan JA, 2002, ANGEW CHEM INT EDIT, V41, P1432, DOI 10.1002/1521-3773(20020415)41:8<1432::AID-ANIE1432>3.0.CO
[7]  
2-M
[8]  
Enders D, 2002, ANGEW CHEM INT EDIT, V41, P1743, DOI 10.1002/1521-3773(20020517)41:10<1743::AID-ANIE1743>3.0.CO
[9]  
2-Q
[10]   The first asymmetric intramolecular Stetter reaction [J].
Enders, D ;
Breuer, K ;
Runsink, J ;
Teles, JH .
HELVETICA CHIMICA ACTA, 1996, 79 (07) :1899-1902