Three-component one-pot synthesis of functionalized 1,2,3,6-tetrahydropy-rano[4,3-b]pyrroles

被引:18
作者
Yavari, I
Esnaashari, M
机构
[1] Islamic Azad Univ, Dept Chem, Tehran, Iran
[2] Tarbiat Modares Univ, Dept Chem, Tehran, Iran
来源
SYNTHESIS-STUTTGART | 2005年 / 07期
关键词
three component reaction; Ugi reaction; methyl 2,4-di-oxopentanoate; 2,6-dimethylphenyl isocyanide; acetylenic esters;
D O I
10.1055/s-2005-861839
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactive 1:1 adduct, produced from the reaction between dialkyl acetylenedicarboxylates and 2,6-dimethylphenyl isocyanide, was trapped by methyl 2,4-dioxopentanoate to yield dialkyl 1-(2,6-dimethylphenyl)-4-methyl-2,3-dioxo- 1,2, 3,6-tetrahydropyrano[4,3-b]pyrrole-6,7-dicarboxylates in moderate yields.
引用
收藏
页码:1049 / 1051
页数:3
相关论文
共 17 条
[1]  
Anet F.A.L., 1975, DYNAMIC NUCL MAGNETI
[2]  
[Anonymous], NMR SPECTROSCOPY
[3]  
Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO
[4]  
2-U
[5]  
Levy G. C., 1979, NITROGEN 15 NUCL MAG
[6]   THE USE OF ISOCYANIDES IN HETEROCYCLIC SYNTHESIS - A REVIEW [J].
MARCACCINI, S ;
TORROBA, T .
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1993, 25 (02) :141-208
[7]  
MARVEL CS, 1941, ORG SYNTH, V1, P238
[8]   Strategies for heterocyclic construction via novel multicomponent reactions based on isocyanides and nucleophilic carbenes [J].
Nair, V ;
Rajesh, C ;
Vinod, AU ;
Bindu, S ;
Sreekanth, AR ;
Mathen, JS ;
Balagopal, L .
ACCOUNTS OF CHEMICAL RESEARCH, 2003, 36 (12) :899-907
[9]   Electrocyclic ring closure of the enols of vinyl quinones.: A 2H-chromene synthesis [J].
Parker, KA ;
Mindt, TL .
ORGANIC LETTERS, 2001, 3 (24) :3875-3878
[10]  
SCHOLLKOPF U, 1976, LIEBIGS ANN CHEM, P7122