Gold-catalyzed chemo- and diastereoselective C(sp2)-H functionalization of enaminones for the synthesis of pyrrolo[3,4-c]-quinolin-1-one derivativesElectronic supplementary information (ESI) available: Experimental details, NMR data and spectra of all new compounds. CCDC 1437092 (3a) and 1437093 (4a). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5ob02556g

• Main Authors: Zhao, Yulei, Duan, Qizhao, Zhou, Yuanyuan, Yao, Qiyi, Li, Yanzhong
• Format: Journal Article
• Published: 09.02.2016
• ISSN: 1477-0520; 1477-0539
• DOI: 10.1039/c5ob02556g

An efficient tandem Au( i )/TsOH-catalyzed reaction of enaminones with diazo compounds for the synthesis of pyrroloquinolinone derivatives under mild reaction conditions has been developed. This methodology was realized by relay actions of Au and TsOH in a one-pot multistep manner. Initially, the Au-catalyzed reaction of enaminones with diazo compounds affords chemo- and diastereoselective C(sp 2 )-H functionalized products, which then undergo subsequent intramolecular cyclization/rearrangement to give pyrroloquinolinone derivatives under the catalysis of TsOH. A tandem Au( i )/TsOH-catalyzed reaction of enaminones with diazo compounds offers chemo- and diastereoselective access to pyrrolo[3,4- c ]-quinolin-1-one derivatives.