Pd-catalyzed intramolecular C(sp2)–H amination of phenylalanine moieties in dipeptides: synthesis of indoline-2-carboxylate-containing dipeptides

Pd-catalyzed intramolecular C(sp2)–H amination of phenylalanine moieties in dipeptides: synthesis of indoline-2-carboxylate-containing dipeptides
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Pd催化二肽中苯丙氨酸部分的分子内C(sp2)-H胺化:含二氢吲哚-2-羧酸酯的二肽的合成

DOI:
10.1039/c8ob00207j
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发表时间:
2018
影响因子:
3.2
通讯作者:
Lijiang Xuan
Lijiang Xuan
中科院分区:
化学3区
文献类型:
--
作者:
Yong Zheng;Weibin Song;Yefu Zhu;Bole Wei;Lijiang Xuan

文献摘要

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描述了钯催化的二肽中苯丙氨酸的分子内C(sp2) -H胺化反应。通过该方法,以二肽为原料合成了一系列含吲哚-2-羧酸二肽。肽内受n保护的氨基酸片段用作内在双齿导向基团。这种分子内C-H胺化反应为肽的合成后修饰提供了一种有吸引力的策略
A palladium-catalyzed intramolecular C(sp2)–H amination of phenylalanine moieties in dipeptides is described. By this protocol, a series of indoline-2-carboxylate-containing dipeptides were synthesized from dipeptides. The N-protected amino acid moiety within the peptide is used as an intrinsic bidentate directing group. This intramolecular C–H amination reaction provides an appealing strategy for the post-synthetic modification of peptides