Unusual reactivity of thiosemicarbazides towards 2,3-diphenylcyclopropenone: synthesis of new pyridazinethiones and 1,2,4-triazolo[4,3-b] pyridazinethiones

被引：28

作者：

Aly, Ashraf A. ^{[1
]}

Hassan, Alaa A. ^{[1
]}

Gomaa, Mohsen A. -M. ^{[1
]}

El-Sheref, Essmat M. ^{[1
]}

机构：

[1] Menia Univ, Fac Sci, Dept Chem, El Minia, Egypt

来源：

ARKIVOC | 2007年

关键词：

thiosemicarbazides; 2,3-diphenylcyclopropenone; pyridazinethiones; 1,2,4-triazolo[4,3-b]-pyridazinethiones; 3+3]-cycloaddition;

D O I：

10.3998/ark.5550190.0008.e01

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New pyridazinethiones and 1,2,4-triazolo[4,3-b]pyridazinethiones have been obtained during the reaction of thiosemicarbazide and its 1,4-disubstituted derivatives with 2,3-diphenylcyclopropenone. The reaction of this cyclopropenone with two equivalents of thiosemicarbazide afforded the corresponding 1,2,4-triazolo[4,3-b] pyridazinethiones. However, the reaction of N-substituted hydrazino derivatives of thiosemicarbazides with the cyclopropenone occurs with stoichiometric amounts of the starting materials to produce pyridazinethiones. The reaction mechanism, in both cases, was described as a formal [3+3]-cycloaddition.

引用

页码：1 / 11

页数：11

共 41 条

[11] REACTION OF CYCLOPROPENONES WITH AZOMETHINES .6. REACTIONS OF DIPHENYLCYCLOPROPENONE AND DIPHENYLCYCLOPROPENTHIONE WITH 3,4-DIHYDROISOQUINOLINES [J].