Efficient one-pot, two-step synthesis of (E)-cinnmaldehydes by dehydrogenation–oxidation of arylpropanes using DDQ under ultrasonic irradiation
摘要:
A general, efficient and new approach to the synthesis of cinnamaldehydes with trans-selectivity has been accomplished starting from arylpropanes. One-pot, two-step dehydrogenation and oxidation of arylpropanes with excess DDQ in dioxane containing a few drops of acetic acid gave (E)-cinnmaldehydes under ultrasound irradiation. (c) 2005 Elsevier Ltd. All rights reserved.
ONE POT MULTICOMPONENT SYNTHESIS OF SOME NOVEL HYDROXY STILBENE DERIVATIVES WITH ALPHA, BETA-CARBONYL CONJUGATION UNDER MICROWAVE IRRADIATION
申请人:Sharma Abhishek
公开号:US20120165567A1
公开(公告)日:2012-06-28
The present invention provides a method for the preparation of some novel multiconjugated 2- or 4-hydroxy substituted stilbenes. The method provides one pot multicomponent approach wherein 3-4 step reaction sequences viz. condensation, decarboxylation and Heck coupling occur simultaneously which results in an enhanced yield of desired products and reduced reaction times
[EN] ONE POT MULTICOMPONENT SYNTHESIS OF SOME NOVEL HYDROXY STILBENE DERIVATIVES WITH ALPHA, BETA-CARBONYL CONJUGATION UNDER MICROWAVE IRRADIATION<br/>[FR] SYNTHÈSE MULTICOMPOSANTS EN UN SEUL RÉCIPIENT DE CERTAINS NOUVEAUX DÉRIVÉS HYDROXYSTILBÈNE AVEC CONJUGAISON ALPHA, BÊTA-CARBONYLE SOUS RAYONNEMENT MICROONDE
申请人:COUNCIL SCIENT IND RES
公开号:WO2010113005A2
公开(公告)日:2010-10-07
The present invention provides a method for the preparation of some novel commercially important multiconjugated 2- or 4-hydroxy substituted stilbenes including lithospermic acid based stilbene analogues possessing an α, β-unsaturated carboxylic acid moiety i.e. (C6-C2-C6-C3 chain) with wide ranging applications as potent pharmcophores for diverse ailments including diabetes and cardiovascular disorders, besides finding usage in non-linear optical devices and optoelectronics etc. The method provides a unique one pot multicomponent approach wherein 3-4 step reaction sequences viz. condensation, decarboxylation and Heck coupling occur simultaneously either the need for decarboxylating/protection-deprotection agents or individual isolation of highly reactive intermediates which results in an enhanced yield of desired products and reduced reaction times. The present invention dispenses with the hitherto indispensable requirement for multistep approaches for a diverse range of hydroxy stilbene derivatives through a one pot muticomponent synthetic strategy.
Efficient one-pot, two-step synthesis of (E)-cinnmaldehydes by dehydrogenation–oxidation of arylpropanes using DDQ under ultrasonic irradiation
作者:Bhupendra P. Joshi、Anuj Sharma、Arun K. Sinha
DOI:10.1016/j.tet.2005.12.028
日期:2006.3
A general, efficient and new approach to the synthesis of cinnamaldehydes with trans-selectivity has been accomplished starting from arylpropanes. One-pot, two-step dehydrogenation and oxidation of arylpropanes with excess DDQ in dioxane containing a few drops of acetic acid gave (E)-cinnmaldehydes under ultrasound irradiation. (c) 2005 Elsevier Ltd. All rights reserved.