A regioselective synthesis of dispiro[oxindole-cyclohexanone]pyrrolidines and dispiro[oxindole-hexahydroindazole]pyrrolidines by sequential 1,3-dipolar cycloaddition and annulation through a microwave induced solvent-free approach

被引：58
|
作者：
Jayashankaran, J [1 ]
Manian, RDRS [1 ]
Venkatesan, R [1 ]
Raghunathan, R [1 ]
机构：
[1] Univ Madras, Dept Organ Chem, Madras 600025, Tamil Nadu, India
来源：
TETRAHEDRON | 2005年 / 61卷 / 23期
关键词：
1,3-dipole; cycloaddition; dispiroheterocycles; annulation;
D O I：
10.1016/j.tet.2005.03.088
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The 1.3-dipolar cycloaddition of an azomethine ylide, generated front isatin and benzylamine by a 1,5-prototopic shift route with various p-substituted 2,6-bis(arylmethylidene)cyclohexanones Under different conditions, proceeded regioselectively to give novel dispiroheterocycles. The product oil subsequent annulation with hydrazine hydrate afforded 4-aryl-5-phenyl(spiro[2.3"]oxindole)3'-aryl-3'.3a'.4',5'.6'.7'-hexahydro-2H-indazolospiro[7'.3]pyrrolidines in good yield. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5595 / 5598
页数：4
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