Solvent-free microwave-assisted conversion of Baylis-Hillman adducts of ninhydrin into functionalized spiropyrrolidines/pyrrolizidines through 1,3-dipolar cycloaddition

被引:43
作者
Ramesh, Ekambaram [1 ]
Kathiresan, Murugavel [1 ]
Raghunathan, Raghavachary [1 ]
机构
[1] Univ Madras, Dept Organ Chem, Madras 600025, Tamil Nadu, India
关键词
D O I
10.1016/j.tetlet.2007.01.008
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Microwave-assisted synthesis of spiropyrrolidines/pyrrolizidines has been accomplished using the alkene unit of Baylis-Hillman adducts of ninhydrin with sarcosine/proline and various activated ketones through 1,3-dipolar cycloaddition. (c) 2007 Published by Elsevier Ltd.
引用
收藏
页码:1835 / 1839
页数:5
相关论文
共 12 条
[1]  
Amalraj A., 2001, TETRAHEDRON, V57, P10293, DOI DOI 10.1016/S0040-4020(01)01042-0
[2]   Microwave-induced 1,3-dipolar cycloaddition of 2-aroyl-aziridines [J].
Boruah, A ;
Baruah, B ;
Prajapati, D ;
Sandhu, JS ;
Ghosh, AC .
TETRAHEDRON LETTERS, 1996, 37 (24) :4203-4204
[3]  
Bose AK, 1997, CHEMTECH, V27, P18
[4]   MICROWAVE-ASSISTED ORGANIC-REACTIONS [J].
CADDICK, S .
TETRAHEDRON, 1995, 51 (38) :10403-10432
[5]  
Chung YM, 2002, B KOR CHEM SOC, V23, P1651
[6]   Microwave chemistry [J].
Galema, SA .
CHEMICAL SOCIETY REVIEWS, 1997, 26 (03) :233-238
[7]   Facile syntheses of oxazolines and thiazolines with N-acylbenzotriazoles under microwave irradiation [J].
Katritzky, AR ;
Cai, CM ;
Suzuki, K ;
Singh, SK .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (03) :811-814
[8]   New solvent free organic synthesis using focused microwaves [J].
Loupy, A ;
Petit, A ;
Hamelin, J ;
Texier-Boullet, F ;
Jacquault, P ;
Mathé, D .
SYNTHESIS-STUTTGART, 1998, (09) :1213-1234
[9]   An easy access to spiroisoxazoline [5,31] flavan-41-one through 1,3-dipolar cycloaddition reaction of nitrile oxide to unusual dipolarophiles [J].
Manikandan, S ;
Jayashankaran, J ;
Raghunathan, R .
SYNTHETIC COMMUNICATIONS, 2003, 33 (23) :4063-4069
[10]  
Subramaniyan G, 2002, SYNTHESIS-STUTTGART, P2440