Sugimoto Toshiyuki, Kuwahara Tomoya, Liang Fengying, Wang Huirong, Tsuda Akihiko
Department of Chemistry, Graduate School of Science, Kobe University, 1-1 Rokkodai-cho, Nada-ku, Kobe 657-8501, Japan.
ACS Omega. 2022 Oct 19;7(43):39250-39257. doi: 10.1021/acsomega.2c05299. eCollection 2022 Nov 1.
Amino acid -carboxyanhydrides (NCAs) are conventionally synthesized from α-amino acids and phosgene. The present study reports in situ photo-on-demand phosgenation reactions of amino acids with CHCl for synthesizing NCAs. A series of NCAs were obtained on a gram scale upon photo-irradiation of a mixture solution of CHCl and CHCN containing an amino acid at 60-70 °C under O bubbling. This method presents a safe and convenient reaction controlled by light without special apparatuses and reagents.
氨基酸 - 羧基酸酐(NCA)传统上由α-氨基酸和光气合成。本研究报道了氨基酸与CHCl进行原位光控按需光气化反应以合成NCA。在60 - 70°C、O鼓泡条件下,对含有氨基酸的CHCl和CHCN混合溶液进行光照射后,以克级规模获得了一系列NCA。该方法提供了一种安全便捷的光控反应,无需特殊仪器和试剂。