180403-60-5Relevant academic research and scientific papers
Recyclization of 2-imino-2H-1-benzopyrans under the influence of nucleophilic reagents. 1. New approach to the synthesis of 3-(1,3,4-oxadi-, thiadi-, and triazolyl-2)coumarins
Kovalenko,Zubkov,Chernykh,Turov,Ivkov
, p. 163 - 168 (1996)
It has been found that under the action of hydrazides of carboxylic acids, 2-iminocoumarin-3-carboxamides are recydized to N(1)-acylamidrazones of coumarin-3-carboxylic acids. The use of N(1)-acylamidrazones is proposed as a simple and effective means of synthesizing 3-(1,3,4-oxadi-, thiodi-, and triazolyl-2)coumarins. The possibilities of alternate schemes of synthesis are discussed, and a mechanism is suggested for the recyclization. 1996 Plenum Publishing Corporation.
Recyclization of 2-imino-2H-1-benzopyrans by the action of nucleophilic reagents 4. Use of 2-(N-aroylhydrazono)coumarin-3-carboxamides for the synthesis of 3-(1,3,4-oxadiazol-2-YL)coumarins
Kovalenko,Sytnik,Nikitchenko,Rusanova,Chernykh,Porokhnyak
, p. 167 - 170 (2007/10/03)
A new method for the synthesis of 3-(1,3,4-oxadiazol-2-yl)coumarins is proposed. It is based on the recyclization of 2-(N-aroylhydrazono)coumarin-3-carboxamides, which are readily obtained by the reaction of 2-iminocoumarin-3-carboxamides with arenecarboxylic hydrazides in an acidic medium. Advantages of the given method over alternative synthetic schemes were shown. Proposals on the mechanism of reaction were made. 1999 KluwerAcademic/Plenum.
