A facile approach to 2-alkoxyindolin-3-one and its application to the synthesis of N-benzyl matemone

Makoto Shimizu; Hayao Imazato; Isao Mizota; Yusong Zhu

doi:10.1039/c9ra02204j

A facile approach to 2-alkoxyindolin-3-one and its application to the synthesis of N-benzyl matemone

RSC Adv. 2019 Jun 3;9(30):17341-17346. doi: 10.1039/c9ra02204j. eCollection 2019 May 29.

Authors

Makoto Shimizu^{1

2}, Hayao Imazato², Isao Mizota², Yusong Zhu¹

Affiliations

¹ School of Energy Science and Engineering, Nanjing Tech University Nanjing 211816 Jiangsu Province China.
² Department of Chemistry for Materials, Graduate School of Engineering, Mie University Tsu Mie 514-8507 Japan mshimizu@chem.mie-u.ac.jp.

Abstract

2-Alkoxycarbonylindolin-3-one is synthesized from a methoxyglycine derivative via a 1,2-aza-Brook rearrangement followed by cyclization with bis(trimethylsilyl)aluminum chloride. A short-step synthesis of N-benzyl matemone is successfully carried out using the present indolin-3-one synthesis.