Synthesis of 2-n-Butyl-3-fluoropyrrole Derivatives

Bulletin of the Korean chemical society

Dong Woon Jung¹  Bo Mi Kim¹  Kyu Yun Chai¹  Young Hang Lee¹  Quan Ze San¹  Lok Ranjan Bhatt¹ 

关键词: N-Substituted 2-n-butyl-3-fluoropyrroles;    ¥á;    ¥á-Difluoro-iodomethyl n-butylketone;    2;    ¥á;    ¥á-Difluoro-¥ã-iodo-¥ã-(trimethylsilyl)propyl n-butylketone;    2-Butyl-3;    3-difluoro-5-trimethylsilyl pyrroline;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

A new series of N-substituted 2-n-butyl-3-fluoropyrroles were prepared by a simple one-pot reaction designed of retrosynthesis. ?�?,�?-Difluoro-�?-iodo-�?-(trimethylsilyl)propyl n-butyl ketone, a component precursor molecule to 2-n-butyl-3-fluoropyrroles, was prepared with Cu(0) catalyst. It reacted with various primary amines to yield N-substituted 2-n-butyl-3-fluoropyrroles. The products were synthesized via a one-pot reaction scheme between �?,�?-Difluoro-�?-iodo-�?-(trimethylsilyl) propyl n-butyl ketone and primary amines in excess ( �? 5 molar equivalence), which eliminate the need of KF required in obtaining n-butyl-1H-3-fluoropyrrole. The yield of products depended reversely on spatial bulkness around N-binding carbon.

【 授权许可】

Unknown