Synthesis of imidazopyridine-fused indoles via one-pot sequential Knoevenagel condensation and cross dehydrogenative coupling. Issue 33 (10th August 2018)

• Record Type: Journal Article
• Authors: Shinde, Vikki N.; Dhiman, Shiv; Krishnan, Rangan; Kumar, Dalip; Kumar, Anil
• Is Part Of: Organic & biomolecular chemistry. Volume 16:Issue 33(2018)
• Page Start: 6123
• Page End: 6132
• Publication Date: 2018-08-10
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c8ob01449c
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Synthesis of imidazopyridine-fused indoles has been developed via one-pot sequential Knoevenagel condensation followed by palladium-catalyzed intramolecular cross-dehydrogenative coupling reaction. Abstract : A simple and efficient strategy for the synthesis of imidazopyridine-fused indoles has been developed that involves one-pot sequential Knoevenagel condensation of readily available active methylene azoles with N -substituted-1 H -indole-3-carboxaldehydes or N -substituted-1 H -indole-2-carboxaldehydes followed by palladium-catalyzed intramolecular cross dehydrogenative coupling reaction. A series of 36 derivatives was prepared by using this strategy. The products were obtained in moderate to excellent (32–94%) yields and showed broad substrate scope with tolerance of various functional groups and was amiable for gram scale preparation without problems.