Late-Stage C-H Functionalization of Dehydroalanine-Containing Peptides with Arylthianthrenium Salts and Its Application in Synthesis of Tentoxin Analogue

被引：0

作者：

Ding, Xing-Xing ^{[1
]}

Li, Bing-Tong ^{[1
]}

Dong, Lin ^{[1
]}

机构：

[1] Sichuan Univ, Sichuan Res Ctr Drug Precis Ind Technol, Key Lab Drug Targeting & Drug Delivery Syst, Educ Minist,West China Sch Pharm, Chengdu 610041, Peoples R China

来源：

ORGANIC LETTERS | 2025年 / 27卷 / 03期

关键词：

SOLID-PHASE SYNTHESIS; AMINO-ACIDS; DELTA-PHE; CONFORMATION; BIOSYNTHESIS; DERIVATIVES; RESIDUE; ESTERS;

D O I：

10.1021/acs.orglett.4c04535

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Dehydrophenylalanine has a characteristic unsaturated double bond that makes it indispensable in the context of peptides and proteins. In this study, we report the Pd-catalyzed C(sp2)-H arylation of dehydroalanine-containing peptides with arylthianthrenium salts under mild and base free conditions, which provides efficient access to dehydrophenylalanine-containing peptides. This approach enables the efficient coupling of different drug scaffolds and bioactive molecules to the peptides. Remarkably, the method could be used for the concise synthesis of tentoxin and its analogue.

引用

页码：863 / 868

页数：6

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