Ring-Enlargement of Dimethylaminopropenoyl Cyclopropanes: An Efficient Route to Substituted 2,3-Dihydrofurans


Autoria(s): Zhang R; Liang YJ; Zhou GY; Wang KW; Dong DW
Data(s)

2008

Resumo

A convenient and efficient synthesis of substituted dihydrofurans is developed via ring-enlargement of 1-dimethylaminopropenoyl-1-carbamoyl/benzoyl cycloproparres catalyzed by ammonium acetate in acetic acid with high regio- and stereoselectivity. Some of the newly synthesized substituted dihydrofurans are subjected to further synthetic transformation in the presence of NaOH (aq) in ethanol to afford the corresponding 5-aryl-2,3-dihydrofuro[3,2-c]pyfidin-4(5H)-ones in high yields.

Identificador

http://ir.ciac.jl.cn/handle/322003/10259

http://www.irgrid.ac.cn/handle/1471x/147365

Idioma(s)

英语

Fonte

Zhang R;Liang YJ;Zhou GY;Wang KW;Dong DW.Ring-Enlargement of Dimethylaminopropenoyl Cyclopropanes: An Efficient Route to Substituted 2,3-Dihydrofurans,JOURNAL OF ORGANIC CHEMISTRY,2008,73(20):8089-8092

Palavras-Chave #PHOTOINDUCED MOLECULAR-TRANSFORMATIONS #BAYLIS-HILLMAN ADDUCTS #ORGANIC-SYNTHESIS #ACRIDONE ALKALOIDS #REGIOSELECTIVE SYNTHESIS #1 #OXIDATIVE CYCLOADDITION #CATALYZED REARRANGEMENT #DIPOLAR CYCLOADDITION #SYNTHETIC STRATEGY #3-DICARBONYL COMPOUNDS
Tipo

期刊论文