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Ruthenium(II)‐ or Rhodium(III)‐Catalyzed Grignard‐Type Addition of Indolines and Indoles to Activated Carbonyl Compounds
Author(s) -
Jo Hyeim,
Park Jihye,
Choi Miji,
Sharma Satyasheel,
Jeon Mijin,
Mishra Neeraj Kumar,
Jeong Taejoo,
Han Sangil,
Kim In Su
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201600297
Subject(s) - chemistry , rhodium , ruthenium , catalysis , alkylation , cationic polymerization , organic chemistry , medicinal chemistry
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.