Microwave‐Assisted Synthesis of Heterocycles by Rhodium(III)‐Catalyzed Annulation of N ‐Methoxyamides with α‐Chloroaldehydes

作者：Ji‐Rong Huang, Carsten Bolm · 发表于：Angewandte Chemie International Edition · 年份：2017 · DOI：10.1002/anie.201710776 · 被引用次数：51 · 研究领域：Catalytic C–H Functionalization Methods、Synthesis and Catalytic Reactions、Cyclopropane Reaction Mechanisms

α-Chloroaldehydes have been used as alkyne equivalents in rhodium-catalyzed syntheses of isoquinolones and 3,4-dihydroisoquinolins starting from N-methoxyamides. Compared to the existing technology, a complementary regioselectivity is achieved. Mechanistic investigations have been performed, and it was found that steric effects of both substrate and additive determine the product selectivity. Various other heterocycles, such as isoquinolines and lactones, can be prepared by transformation of the obtained products.