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Efficient access to triphenylene derivatives via carbamate-directed bay-region selective arylation of biphenol derivatives and Scholl cyclization

A novel method for carbamate-directed meta-C-H bond arylation of biphenyl derivatives employing diaryliodonium salts as the arylation agents was explored. Consequently, the Scholl reaction was utilized to cyclize the product, yielding 21 varieties of multifunctional triphenylene derivatives. The max...

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Published in:Tetrahedron 2024-05, Vol.158, p.133985, Article 133985
Main Authors: Guo, Chuane, Liu, Yunfeng, Liu, Yang, Zhang, Hongbin, Yi, Dan, Wang, Shuo, Wang, Bi-Qin, Xiang, Shi-Kai, Shi, Yingbo
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container_issue
container_start_page 133985
container_title Tetrahedron
container_volume 158
creator Guo, Chuane
Liu, Yunfeng
Liu, Yang
Zhang, Hongbin
Yi, Dan
Wang, Shuo
Wang, Bi-Qin
Xiang, Shi-Kai
Shi, Yingbo
description A novel method for carbamate-directed meta-C-H bond arylation of biphenyl derivatives employing diaryliodonium salts as the arylation agents was explored. Consequently, the Scholl reaction was utilized to cyclize the product, yielding 21 varieties of multifunctional triphenylene derivatives. The maximum yield achieved through this two-step process was 94 %, offering an efficient synthesis route for the production of multi-substituted triphenylene derivatives. [Display omitted]
doi_str_mv 10.1016/j.tet.2024.133985
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source ScienceDirect Freedom Collection 2022-2024
subjects Annulative π-Extension
arylation
biphenyl
Diaryliodonium salt
Meta-C-H bond arylation
salting
salts
Scholl cyclization
Triphenylene
title Efficient access to triphenylene derivatives via carbamate-directed bay-region selective arylation of biphenol derivatives and Scholl cyclization
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