Regioselective Synthesis of Poly-Substituted Pyrroles from Baylis-HillmanAdducts via the [3+1+N] Annulation Strategy

Bulletin of the Korean chemical society

Hyun Seung Lee¹  Se Hee Kim¹  Jae Nyoung Kim¹  Sangku Lee¹  Jeong Mi Kim¹ 

关键词: Pyrroles;    Baylis-Hillman adducts;    Barbier reaction;    PCC;    Aerobic oxidation;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

Poly-substituted pyrrole derivatives were synthesized from Baylis-Hillman adducts via the following consecutive reactions comprised of (i) bromination of the Baylis-Hillman adduct, (ii) In-mediated Barbier reaction with aldehyde, (iii) PCC oxidation to �?-methylene-�?-keto ester, (iv) reaction with amine to form enamine intermediate, (v) Michael type cyclization, and the final (vi) aerobic oxidation.

【 授权许可】

Unknown