Synthesis of thiocyanato-containing phenanthrenes and dihydronaphthalenes via Lewis acid-activated tandem electrophilic thiocyanation/carbocyclization of alkynes

Yong Gao, Ruirui Hua, Hongquan Yin, Fu Xue Chen*

*此作品的通讯作者

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3 引用 (Scopus)

摘要

A tandem electrophilic thiocyanation and cyclization of arene-alkynes has been developed under mild conditions, affording thiocyanato-substituted phenanthrenes, dihydronaphthalenes, 2H-chromenes and dihydroquinolines in moderate to excellent yields. This reaction provides an efficient protocol for the construction of C-SCN and C-C bonds in one step. In this transformation, N-thiocyanato reagent serves as a convenient precursor to transfer SCN+ in the presence of trimethylchlorosilane, and the cyclization exhibited exclusive 6-endo-dig selectivity. Finally, a gram scale reaction and further derivatizations highlight the utility of this synthetic strategy.

源语言英语
页(从-至)2417-2422
页数6
期刊Organic and Biomolecular Chemistry
21
11
DOI
出版状态已出版 - 1 3月 2023

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