Department of Organic Synthesis & Process Chemistry, CSIR-Indian Institute of Chemical Technology (CSIR-IICT), Hyderabad 500007, India.
Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India.
J Org Chem. 2021 Dec 3;86(23):17071-17081. doi: 10.1021/acs.joc.1c02182. Epub 2021 Nov 22.
Electrooxidative-induced synthesis of structurally diverse seleno-dibenzocyclohepten-5-ones and seleno-spiro[5.5]trienones by selenylative carbannulation of biaryl ynones with diaryl diselenide has been developed. The switchable reactivity, intramolecular ortho-annulation or dearomative ipso-annulation, is directed by the substituent present on the ortho-aryl group of aryl-ynone. The prominent features of this method include metal-free, external chemical oxidant-free conditions, and readily accessible substrates.
电氧化诱导的二芳基炔酮与二芳基二硒醚的硒叶立德碳环化反应合成结构多样的硒二苯并环庚烯-5-酮和硒螺[5.5]三烯酮已被开发。通过改变芳基-炔酮邻位芳基上的取代基,可以调控反应的可切换性,实现分子内邻位环化或去芳构化的 ipso 环化。该方法的突出特点包括无金属、无外加化学氧化剂条件,以及易于获得的底物。