Ruthenium(II)‐ or Rhodium(III)‐Catalyzed Grignard‐Type Addition of Indolines and Indoles to Activated Carbonyl Compounds. Issue 17 (4th August 2016)

• Record Type: Journal Article
• Authors: Jo, Hyeim; Park, Jihye; Choi, Miji; Sharma, Satyasheel; Jeon, Mijin; Mishra, Neeraj Kumar; Jeong, Taejoo; Han, Sangil; Kim, In Su
• Is Part Of: Advanced synthesis & catalysis. Volume 358:Issue 17(2016)
• Page Start: 2714
• Page End: 2720
• Publication Date: 2016-08-04
• Subjects: aldehydes -- C−H activation -- indoles -- indolines -- ruthenium; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201600297
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: The ruthenium(II)‐ or rhodium(III)‐catalyzed pyrimidinyl‐directed Grignard‐type C−H additions of N‐heterocycles with activated aldehydes and ketones are described. A cationic ruthenium catalyst and sodium acetate additive in dichloroethane as solvent were found to be optimal catalytic system for the construction of C‐7 alkylated indolines. In sharp contrast, a cationic rhodium complex allows the generation of C‐2 alkylated indoles and pyrroles as well as C‐1 alkylated carbazoles. The site‐selective C−H functionalization of these heterocyclic scaffolds could be an important asset towards the development of novel bioactive compounds. Abstract :