Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, UP, India.
Org Biomol Chem. 2020 Feb 21;18(7):1402-1411. doi: 10.1039/c9ob02670c. Epub 2020 Jan 31.
Novel Rh-catalyzed aldehydic C-H bond alkynylation and annulation for the in situ synthesis of chromones and aurones are described. It involves the sequential aldehyde C-H bond alkynylation of salicylaldehyde with in situ generated 1-bromoalkyne from 1,1-dibromoalkene followed by annulation. This protocol shows good functional group tolerance including aryl, alkenyl, alkyl and heteroaryl-1,1-dibromoalkenes. The steric/electronic effect was demonstrated during the base-mediated in situ cyclization of o-hydroxyynones to generate aurones.
本文描述了 Rh 催化的醛基 C-H 键炔基化和环化反应，用于原位合成色酮和查耳酮。该反应涉及水杨醛与原位生成的 1-溴炔的醛基 C-H 键炔基化反应，随后进行环化反应。该反应方案具有较好的官能团容忍性，包括芳基、烯基、烷基和杂芳基-1,1-二溴烯烃。在碱性介导的邻羟基炔酮原位环化生成查耳酮的过程中，表现出了空间/电子效应。
