Synlett 2018; 29(04): 530-536
DOI: 10.1055/s-0036-1591722
letter
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Optically Active 2,3-Disubstituted Indoline ­Derivatives through Cycloaddition Reactions between Benzynes and α,β-Unsaturated γ-Aminobutyronitriles

Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan   eMail: ikawa@phs.osaka-u.ac.jp   eMail: akai@phs.osaka-u.ac.jp
,
Yuta Sumii
Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan   eMail: ikawa@phs.osaka-u.ac.jp   eMail: akai@phs.osaka-u.ac.jp
,
Shigeaki Masuda
Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan   eMail: ikawa@phs.osaka-u.ac.jp   eMail: akai@phs.osaka-u.ac.jp
,
Ding Wang
Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan   eMail: ikawa@phs.osaka-u.ac.jp   eMail: akai@phs.osaka-u.ac.jp
,
Yuto Emi
Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan   eMail: ikawa@phs.osaka-u.ac.jp   eMail: akai@phs.osaka-u.ac.jp
,
Akira Takagi
Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan   eMail: ikawa@phs.osaka-u.ac.jp   eMail: akai@phs.osaka-u.ac.jp
,
Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan   eMail: ikawa@phs.osaka-u.ac.jp   eMail: akai@phs.osaka-u.ac.jp
› Institutsangaben

This work was financially supported by the JSPS KAKENHI (grants numbers 23790017, 24390005, and 25460018) and by a Grant-in-Aid for JSPS (grant number 15J06024), as well as by the Platform Project for Supporting Drug Discovery and Life Science Research funded by the Japanese Agency for Medical Research and Development (AMED), the Research Foundation for Pharmaceutical Sciences, the Kobayashi International Scholarship Foundation, and the Hoansha Foundation.
Weitere Informationen

Publikationsverlauf

Received: 18. September 2017

Accepted after revision: 17. Oktober 2017

Publikationsdatum:
04. Januar 2018 (online)


Preview

Abstract

We report a method for synthesizing optically active 2,3-disubstituted indolines by the cycloaddition reaction of benzynes with various 4-[(4-toluenesulfonyl)amino]-(E)-but-2-enenitriles, which are readily prepared from the corresponding l-amino acid derivatives.

Supporting Information