Expeditious formation of 1,2,4-triazine derivatives via a thioisomunchnone cycloaddition reaction

被引:15
作者
Arévalo, MJ
Avalos, M
Babiano, R
Cintas, P
Hursthouse, MB
Jiménez, JL [1 ]
Light, ME
López, I
Palacios, JC
机构
[1] Univ Extremadura, Fac Ciencias, Dept Quim Organ, E-06071 Badajoz, Spain
[2] Univ Southampton, Dept Chem, Southampton SO17 1BJ, Hants, England
关键词
D O I
10.1016/S0040-4039(99)01837-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel type of heterocyclization reaction involving the [3+2] cycloaddition of N,N-dialkylamino-substituted thioisomunchnones with azodicarboxylates gives rise to 1,2,4-triazine derivatives after a selective fragmentation pathway of the transient cycloadducts. The X-ray analysis of 7 accounts for the fate of this particular transformation. An asymmetric version using chiral carbohydrate-based thioisomunchnones has also been disclosed. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8675 / 8678
页数:4
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