Chalcogenative spirocyclization of N-aryl propiolamides with diselenides/disulfides promoted by Selectfluor-Reference-Cited by-同舟云学术

Chalcogenative spirocyclization of N-aryl propiolamides with diselenides/disulfides promoted by Selectfluor

Published:2021-12-06 Issue:1 Volume:77 Page:75-85
ISSN:0932-0776
Container-title:Zeitschrift für Naturforschung B
language:en
Short-container-title:

Author:

Yuan Jin-Wei¹,Huang Guang-Chao¹,Wang Li-Li¹,Wang Xin-Yuan¹,Yang Liang-Ru¹,Zhang Shou-Ren²,Mao Pu¹,Xiao Yong-Mei¹,Qu Ling-Bo³

Affiliation:

1. School of Chemistry & Chemical Engineering, Henan University of Technology , Zhengzhou 450001 , P. R. China

2. Henan Key Laboratory of Nanocomposites and Applications, Institute of Nanostructured Functional Materials, Huanghe Science and Technology College , Zhengzhou 450006 , P. R. China

3. College of Chemistry, Zhengzhou University , Zhengzhou 450001 , P. R. China

Abstract

Abstract A practical and efficient synthetic route to construct a variety of 3-arylselenenyl/3-arylthio spiro[4.5]trienones was developed using Selectfluor reagent as a mild oxidant. This reaction proceeds via a sequence of electrophilic cation addition, spirocyclization and dearomatization, then offers an approach to introduce Se/S-centered cation into the C–C triple bonds. The utility of this protocol were justified by the excellent compatibility of a wide range of functional groups, good yields and scalability under mild reaction conditions.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

Link

https://www.degruyter.com/document/doi/10.1515/znb-2021-0154/pdf

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