A novel efficient protocol for preparation of 3-formyl-2-arylbenzo[b]furan derivatives |
| |
Authors: | Benren Liao Libo Ruan Min Shi Nian LiLiang Chang Leping LiuFan Yang Jie Tang |
| |
Institution: | Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, East China Normal University, Shanghai 200062, China |
| |
Abstract: | An efficient method for preparation of 3-formyl-2-arylbenzob]furan derivatives 4 from 3-chloro-2-(2-methoxyaryl)-1-arylprop-2-en-1-one 2 was developed, and the desired product was obtained in good to excellent yields. By converting 2-(2-methoxyphenyl)-3-oxo-3-phenylpropanal 1 to 2, the regioselectivity problem occurring in the reaction when using 1 as the starting material was successfully avoided. Furthermore, a one-pot procedure for the successive demethylation, cyclization, and hydrolysis was evolved, although the intermediate 3-(dibromomethyl)-2-phenylbenzob]furan 3a could be isolated. A plausible mechanism was proposed based on some in situ investigations. |
| |
Keywords: | 3-Formyl-2-arylbenzo[b]furan Vinyl chloride Demethylation reaction Cyclization reaction |
本文献已被 ScienceDirect 等数据库收录! |