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Updated: Jan 17, 2026

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
Published on: February 16, 2020
Intermolecular Double C-H Annulation via 1,4-Pd Migration: A Modular Strategy for Heteropolycycle Construction
Zhendong Cheng1, Siqi Li1, Yanling Zhang1
1Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research (Ministry of Education), Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha, Hunan 410081, China.
Abstract:
Herein, we report a 1,4-Pd migration-enabled intermolecular double C-H annulation between alkene-tethered aryl halides (e.g., 2-iodo-N-methacryloylbenzamides and 2-(2-iodophenyl)-1H-indoles) and 1,n-diynes. This transformation proceeds through a cascade sequence involving Heck cyclization, alkyl-to-aryl 1,4-Pd migration, double alkyne insertion, and C-H activation, enabling the remote construction of structurally diverse heteropolycycles, including tetracyclic fused isoquinolinediones and hexacyclic indolo[2,1-a]isoquinolinones. The method exhibits a broad substrate scope and excellent regioselectivity.
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