应用化学2025，Vol.42Issue(8)：1115-1124,中插4-中插31,38.DOI:10.19894/j.issn.1000-0518.250104
镍催化交叉偶联构建C(sp3)—S/Se键合成半胱氨酸衍生物
Construction of C(sp3)—S/Se Bonds via Nickel-Catalyzed Cross-Coupling:Access to Cysteine Derivatives
摘要
Abstract
A nickel-catalyzed cross-coupling reaction between readily available and structurally stable β-bromo amino acid esters and diphenyl disulfide has been developed,enabling the efficient synthesis of a series of novel cysteine derivatives.Employing the Ni(PPh3)4/1,10-phenanthroline catalytic system,the reaction proceeds smoothly under mild conditions,affording the target cysteine derivatives in moderate to good yields(58％～82％).Furthermore,this transformation utilizes a convenient one-pot procedure,successfully constructing the C(sp3)—S bond in a single step.The methodology has been successfully extended to the efficient formation of C(sp3)—O and C(sp3)—Se bonds,facilitating the modular synthesis of selenocysteine and serine derivatives.Featuring mild reaction conditions,operational simplicity,and excellent substrate compatibility,this strategy provides a new approach for synthesizing cysteine and serine derivatives with potential pharmaceutical value.关键词
镍催化/交叉偶联/C(sp3)—S键/C(sp3)—O/Se键/半胱氨酸衍生物/丝氨酸衍生物Key words
Nickel catalysis/Cross-coupling/C(sp3)—S bond/C(sp3)—O/Se bonds/Cysteine derivatives/Serine derivatives分类
化学化工引用本文复制引用
代刚良,周丽娟,张鹏,李鑫雨,肖美球,唐石..镍催化交叉偶联构建C(sp3)—S/Se键合成半胱氨酸衍生物[J].应用化学,2025,42(8):1115-1124,中插4-中插31,38.基金项目
国家自然科学基金(Nos.22271118,21961011)资助 Supported by the National Natural Science Foundation of China(Nos.22271118,21961011) （Nos.22271118,21961011）
