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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Bibliographic Details
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
Format: Article
Language:English
Subjects:
Annulative π-Extension
arylation
biphenyl
Diaryliodonium salt
Meta-C-H bond arylation
salting
salts
Scholl cyclization
Triphenylene
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Summary: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]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2024.133985