Palladium-Catalyzed Direct Denitrogenative C-3-Arylation of 1H-Indoles with Arylhydrazines using Air as the Oxidant

• Published in: Advanced synthesis & catalysis Vol. 355; no. 4; pp. 711 - 715
• Main Authors: Chen, Yongxin, Guo, Shuaibo, Li, Kangning, Qu, Jinpeng, Yuan, Hua, Hua, Qiuru, Chen, Baohua
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 11.03.2013; WILEY‐VCH Verlag; Wiley
• Subjects: 3-aryl-1H-indoles; arylhydrazines; Bonding; Chemistry; Chemistry, Applied; Chemistry, Organic; Cleavage; Compatibility; CH activation; denitrogenative process; Oxidants; Oxidizing agents; palladium-catalyzed reaction; Physical Sciences; Science & Technology; Strategy; Synthesis; AZOLES; arylhydrazines; denitrogenative process; PHENYLATION; HECK-TYPE REACTION; C-3 ARYLATION; REAGENTS; C BOND FORMATION; ALKYLATION; INDOLES; DESULFITATIVE ARYLATION; 3-aryl-1H-indoles; CH activation; palladium-catalyzed reaction; PHENYLHYDRAZINES
• ISSN: 1615-4150; 1615-4169
• DOI: 10.1002/adsc.201200997

A novel palladium‐catalyzed approach to direct C‐3‐arylation of 1H‐indoles with arylhydrazines using air as the oxidant via CN bond cleavage has been developed. Various substituents are tolerated in this system in moderate to good yields. This reaction could also be compatible with a larger scale. Thus, this strategy using arylhydrazines as arylating reagents provides a powerful method for constructing substituted 3‐aryl‐1H‐indoles.