Access to Functionalized 3H-Pyrrolo[2,3-c]quinolin-4(5H)-ones and Thieno[2,3-c]quinolin-4(5H)-ones via Domino Reaction of 4-Alkynyl-3-bromoquinolin-2(1H)-ones

作者：Wang Zhiyong^*; Xue Lijun; He Yiyi; Weng Licong; Fang Ling

来源：Journal of Organic Chemistry, 2014, 79(20): 9628-9638.

DOI：10.1021/jo501753p

We describe two efficient protocols for the straightforward synthesis of 3H-pyrrolo[2,3-c]quinolin-4(SH)-one and thieno[2,3-c]quinolin-4(SH)-one derivatives from readily a].abllie4-4 Yalkyn-3-bromoquinolin-2(1H)-one as precursor. The efficient synthesis of highly functionalized 3H-pyrrolo[2,3-c (SH)-ones has been achieved via a palladium-catalyzed domino reaction of 4-alkyny1-3-bromoquinolin-2(11-1)-ones wilum n_ hines. Thieno[2,3-c]quinolin-4(SH)-one derivatives were also conveniently synthesized via sequential nucleophilic aromatic substitution/S-endo-dig cydization between 4-alkyny1-3bromoquinolin-2(1H)-ones and sodium sulfide with good functional tolerance under mild Conditions.

• 出版日期2014-10-17
• 单位重庆工商大学; 重庆大学