Radical cascade cyclization of 1,6-enynes to access tricyclic compounds using a Cu/TBHP system

Elmira Jamshidi; Saideh Rajai-Daryasarei; Hamid Reza Bijanzadeh; Alireza Ariafard; Saeed Balalaie

doi:10.1039/d5ob00816f

Radical cascade cyclization of 1,6-enynes to access tricyclic compounds using a Cu/TBHP system

Elmira Jamshidi, Saideh Rajai-Daryasarei, Hamid Reza Bijanzadeh, Alireza Ariafard^*, Saeed Balalaie^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

Abstract

We report herein an approach for synthesizing cyclopropane derivatives in moderate to very good yields through the Cu-catalyzed radical cyclization of 1,6-enynes in the presence of TBHP as both the oxidant and oxygen atom source. The advantages of this reaction are the formation of three chemical bonds using a simple copper catalyst/TBHP system as well as mild reaction conditions.

Original language	English
Pages (from-to)	6400-6405
Number of pages	6
Journal	Organic and Biomolecular Chemistry
Volume	23
Issue number	26
DOIs	https://doi.org/10.1039/d5ob00816f
Publication status	Published - 4 Jun 2025

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10.1039/d5ob00816f

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title = "Radical cascade cyclization of 1,6-enynes to access tricyclic compounds using a Cu/TBHP system",

abstract = "We report herein an approach for synthesizing cyclopropane derivatives in moderate to very good yields through the Cu-catalyzed radical cyclization of 1,6-enynes in the presence of TBHP as both the oxidant and oxygen atom source. The advantages of this reaction are the formation of three chemical bonds using a simple copper catalyst/TBHP system as well as mild reaction conditions.",

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author = "Elmira Jamshidi and Saideh Rajai-Daryasarei and Bijanzadeh, \{Hamid Reza\} and Alireza Ariafard and Saeed Balalaie",

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T1 - Radical cascade cyclization of 1,6-enynes to access tricyclic compounds using a Cu/TBHP system

AU - Jamshidi, Elmira

AU - Rajai-Daryasarei, Saideh

AU - Bijanzadeh, Hamid Reza

AU - Ariafard, Alireza

AU - Balalaie, Saeed

PY - 2025/6/4

Y1 - 2025/6/4

N2 - We report herein an approach for synthesizing cyclopropane derivatives in moderate to very good yields through the Cu-catalyzed radical cyclization of 1,6-enynes in the presence of TBHP as both the oxidant and oxygen atom source. The advantages of this reaction are the formation of three chemical bonds using a simple copper catalyst/TBHP system as well as mild reaction conditions.

AB - We report herein an approach for synthesizing cyclopropane derivatives in moderate to very good yields through the Cu-catalyzed radical cyclization of 1,6-enynes in the presence of TBHP as both the oxidant and oxygen atom source. The advantages of this reaction are the formation of three chemical bonds using a simple copper catalyst/TBHP system as well as mild reaction conditions.

KW - Carbenes

UR - https://www.scopus.com/pages/publications/105007975279

U2 - 10.1039/d5ob00816f

DO - 10.1039/d5ob00816f

M3 - Article

C2 - 40492991

AN - SCOPUS:105007975279

SN - 1477-0520

VL - 23

SP - 6400

EP - 6405

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 26

ER -

Radical cascade cyclization of 1,6-enynes to access tricyclic compounds using a Cu/TBHP system

Abstract

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