Direct Pyrido-Annulation of 2-Chloro-3-carbonyl Indoles with 1,3-Dipolar Azomethine Ylides: An Adaptable One-Flask
Rahul Balu Dadhe1,2, Srihari Pabbaraja1,2, Goverdhan Mehta3
1Department of Organic Synthesis and Process Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India.
Abstract:
An efficient, economical, indole-to-β-carboline strategy has been devised through a convenient, one pot, catalyst-free operation. The key tactic in this endeavor involves pyrido-annulation of 2-chloro-3-carbonyl indoles through regioselective (3 + 3)-annulation with 1,3-dipolar azomethine ylides to provide direct access to a range of β-carbolines in decent yields. Overall our methodology constitutes an adaptable access to a range of bioactive β-carbolines (27 examples) with complete regioselectivity and robust functional group compatibility.
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