Rhodium(III)-Catalyzed Cross-Coupling of Sulfoxonium Ylides with Quinoline-8-carboxaldehydes for Synthesis of Quinoline-1,3-diketones

• Published in: Asian journal of organic chemistry Vol. 10; no. 1; pp. 176 - 179
• Main Authors: Lyu, Xue-Li, Huang, Shi-Sheng, Huang, Yuan-Qiong, Song, Hong-Jian, Liu, Yu-Xiu, Li, Yong-Qiang, Yang, Shao-Xiang, Wang, Qing-Min
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 01.01.2021
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; Quinoline-8-carboxaldehyde; ACTIVATION; Rhodium(III)-catalysis; Quinoline-1; CATALYZED ANNULATION; SALICYLALDEHYDES; Sulfoxonium ylides; FUNCTIONALIZATION; 3-diketones; RH(III)-CATALYZED C-H; CONSTRUCTION; Acylmethylation; CYCLIZATION

Herein, we report a protocol for rhodium(III)-catalyzed aldehydic C(sp(2))-H acylmethylation reactions of quinoline-8-carboxaldehydes using sulfoxonium ylides as carbene precursors to afford 1,3-diketones, which readily tautomerized to their enol forms. We determined the reaction mechanism by synthe...