Gunnam Anilkumar, Balasubramani Alagesan, Mehta Goverdhan
School of Chemistry, University of Hyderabad, Hyderabad 500 046, India.
J Org Chem. 2022 Mar 18;87(6):4376-4384. doi: 10.1021/acs.joc.2c00057. Epub 2022 Feb 28.
Recursive anion-mediated activation of -bis-ynones sets off a Michael addition-aldol reaction-dehydrative rearrangement cascade, leading to the one-pot synthesis of 1-indenones via orthogonal interplay between the two -ynone moieties. Repeating the recursive anion engagement with the 1-indenones unfolded access to a functionally embellished cyclopenta[]inden-8(2)-one core and its spiroannulated analogues either directly or stepwise through tandem 1,6-Michael-type addition-6π electrocyclization and an oxidation sequence.
递归阴离子介导的双炔酮活化引发了迈克尔加成-羟醛反应-脱水重排级联反应，通过两个炔酮部分之间的正交相互作用，实现了茚酮的一锅法合成。重复1-茚酮的递归阴离子参与过程，可直接或通过串联的1,6-迈克尔型加成-6π电环化和氧化序列逐步获得功能修饰的环戊并[ ]茚-8(2)-酮核心及其螺环类似物。
