title: Synthesis of Cyclo[b]fused Carbazoles via SnCl4-Mediated Domino Reaction of 2-Indolylmethylpivalates with Arenes and Heteroarenes.
abstract: A straightforward synthesis of aryl and heteroaryl-annulated cyclo[b]carbazoles has been developed via SnCl4-mediated one-pot arylation, cyclization and aromatization reaction sequence from 3-acetyl/aroyl-2-pivaloyloxymethylindoles. The starting material is easily accessible from commercially available 2-methylindole via Friedel-Crafts acylation, bromination and pivaloylation. Remarkably, electron withdrawing/donating aroyl units including heterocyclic systems are well tolerated in the present domino reaction protocol. Furthermore, this methodology could be extended to the synthesis of dibenzofurocarbazole via bis-annulation of 2,5-bis(2-pivaloyloxymethyl)pyrrole.
authors: Department of Organic Chemistry, School of Chemistry, University of Madras , Guindy Campus, Chennai 600 025, Tamil Nadu, India.
authors: Velu
authors: V
authors: Saravanan
authors: Department of Organic Chemistry, School of Chemistry, University of Madras , Guindy Campus, Chennai 600 025, Tamil Nadu, India.
authors: Thiyagarajan
authors: T
authors: Mageshwaran
authors: Department of Organic Chemistry, School of Chemistry, University of Madras , Guindy Campus, Chennai 600 025, Tamil Nadu, India.
authors: Arasambattu K
authors: AK
authors: Mohanakrishnan