Synthesis of Pyridazino[4,5-b]indoles by [3+3] Annulation of 2-Alkenylindoles and Hydrazonyl Chlorides

Chemistry. 2024 May 8;30(26):e202400278. doi: 10.1002/chem.202400278. Epub 2024 Apr 4.

Abstract

A novel [3+3] annulation reaction of 2-alkenylindoles with hydrazonyl chlorides in the presence of base for the formation of pyridazino[4,5-b]indoles was developed. This approach provided a convenient and efficient way to synthesize a series of functionalized pyridazino[4,5-b]indoles derivatives. The method exhibited a broad substrate scope and provided the corresponding pyridazino[4,5-b]indoles products with excellent yields.

Keywords: 2-Alkenylindole; Green synthesis; Hydrazonyl chloride; Pyridazino[4,5-b]indole; [3+3] Annualtion.