Metal-Free Synthesis of 9-Sulfenylphenanthrenes via HNO3/HCl-Promoted Annulation of 2-Alkynylbiaryls with Disulfides

Tian Luan; Xiao-Cheng Huang; Zhi-Xiang Yao; Hui Su; Wan-Guo Yu

doi:10.1055/a-2204-8461

Synthesis, Table of Contents

Synthesis 2024; 56(03): 427-434
DOI: 10.1055/a-2204-8461

paper

Metal-Free Synthesis of 9-Sulfenylphenanthrenes via HNO₃/HCl-Promoted Annulation of 2-Alkynylbiaryls with Disulfides

Tian Luan

,

Xiao-Cheng Huang ∗

,

Zhi-Xiang Yao

,

Hui Su∗

,

Wan-Guo Yu

Abstract

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Abstract

A metal-free thiolative annulation of 2-alkynylbiaryls with disulfides has been developed. This mild and efficient approach was promoted by inexpensive HNO₃/HCl and afforded a range of corresponding 9-sulfenylphenanthrenes in good to excellent yields with a broad substrate scope and high functional group tolerance. Both sulfide groups of the disulfide reagent were used in the reaction.

Key words

metal-free - thiolative - annulation - disulfides - alkynylbiaryls - sulfenylphenanthrenes

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References

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