Ramarao Jakkula, Rambabu Molugumati, Suresh Surisetti
Department of Organic Synthesis and Process Chemistry, CSIR-Indian Institute of Chemical Technology (CSIR-IICT), Hyderabad 500 007, India.
Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201 002, India.
Org Lett. 2024 Mar 8;26(9):1780-1786. doi: 10.1021/acs.orglett.3c04249. Epub 2024 Feb 27.
Herein we demonstrate a novel organocatalytic method to access multifunctionalized naphthalenes an NHC-catalyzed reaction of ynones and -formyl-tethered Michael acceptors. The presented method proceeds through an intermolecular Stetter reaction-cyclization-aromatization cascade and represents a rare example of organocatalytic benzannulation for the synthesis of substituted arenes by using ynone as a two-carbon synthon. The current method has broad substrate scope; postsynthetic transformations and gram-scale syntheses highlight the practicality of the displayed methodology.
在此，我们展示了一种用于合成多功能化萘的新型有机催化方法——一种氮杂环卡宾催化的炔酮与甲酰基连接的迈克尔受体的反应。所提出的方法通过分子间的施陶丁格反应-环化-芳构化级联进行，并且是使用炔酮作为双碳合成子进行有机催化苯并环化以合成取代芳烃的罕见例子。目前的方法具有广泛的底物范围；合成后转化和克级规模的合成突出了所展示方法的实用性。
