Dimerization of Phenylalanine: An Approach to Thiazoles and Oxazoles Involved S/O-Insertion

Dimerization of Phenylalanine: An Approach to Thiazoles and Oxazoles Involved S/O-Insertion
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苯丙氨酸的二聚化:涉及 S/O 插入的噻唑和恶唑的方法

DOI:
10.1002/adsc.201701130
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发表时间:
2018
影响因子:
5.4
通讯作者:
Wu An-Xin
Wu An-Xin
中科院分区:
化学2区
文献类型:
--
作者:
Cheng Yan;Xiang Jia-Chen;Wang Zi-Xuan;Ma Jin-Tian;Wang Miao;Tang Bo-Cheng;Wu Yan-Dong;Zhu Yan-Ping;Wu An-Xin

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本文描述了在Na 2S·9 H2O和H2O存在下氨基酸二聚化过程的开发,以分别制备2,5-二取代的噻唑和恶唑。这些方法使得能够从两个氨基酸单元直接形成带有两个不同杂原子的五元环系统。低聚物的形成机理包括脱羧、脱氨、S/O插入、环化和梯度氧化等过程。
We herein describe the development of a dimerization procedure for amino acids to prepare 2,5‐disubstituted thiazoles and oxazoles in the presence of Na2S⋅9H2O and H2O, respectively. These approaches enabled the direct formation of five‐membered ring systems bearing two different heteroatoms from two amino acid units. Mechanically, decarboxylation, deamination, S/O insertion, cyclization and gradient oxidation processes were involved in the oligomer formation.