Functionalization of Sulfonamide-Containing Peptides through Late-Stage Palladium-Catalyzed C(sp3)-H Arylation
Functionalization of Sulfonamide-Containing Peptides through Late-Stage Palladium-Catalyzed C(sp3)-H Arylation
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通过后期钯催化的 C(sp3)-H 芳基化对含磺酰胺肽进行功能化
DOI：
10.1021/acs.orglett.9b01953
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发表时间：
2019-08-02
期刊：
影响因子：
5.2
通讯作者：
Wang, Huan
中科院分区：
文献类型：
--
作者：
Bai, Qngqing;Tang, Jian;Wang, Huan
生物活性肽是临床治疗中有前景的候选药物。在这里，我们报告了一种通过pd催化的C(sp(3))-H基化对含磺酰胺肽进行后期功能化的方法。在这个方案中，n -磺化肽的主干作为指导基团，这使得苯磺酰胺部分的位点特异性芳化。该化学具有广泛的底物范围，可用于合成肽-肽和肽-氨基酸偶联物。我们的结果强调了肽拟物骨架在促进pd催化功能化方面的效力。
Bioactive peptides are emerging as promising candidates of clinic therapeutics. Here, we report a method for late-stage functionalization of sulfonamide-containing peptides through Pd-catalyzed C(sp(3))-H arylation. In this protocol, the backbones of N-sulfonated peptides act as directing groups, which allows sites-pecific arylation of benzylsulfonamide moiety. This chemistry exhibits broad substrate scope and can be utilized to synthesize peptide-peptide and peptide-amino acid conjugates. Our results highlight the potency of the backbone of peptidomimetics in promoting Pd-catalyzed functionalization.