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CC BY ND NC 4.0 · Synlett 2019; 30(04): 499-502
DOI: 10.1055/s-0037-1611639
DOI: 10.1055/s-0037-1611639
letter
Reduction of Nitroarenes to Anilines with a Benzothiazoline: Application to Enantioselective Synthesis of 2-Arylquinoline Derivatives
This work was partially supported by a Grant-in-Aid for Scientific Research on Innovative Areas “Advanced Transformation Organocatalysis” from MEXT, Japan, and JSPS KAKENHI Grant Number JP17H03060.Further Information
Publication History
Received: 09 October 2018
Accepted after revision: 19 November 2018
Publication Date:
17 December 2018 (online)


Published as part of the 30 Years SYNLETT – Pearl Anniversary Issue
Abstract
The metal-free reduction of nitroarenes to aniline derivatives was accomplished in a short time by using a benzothiazoline as the hydrogen donor in combination with a Brønsted acid. An enantioselective synthesis of 2-arylquinolines was achieved by using 1-aryl-3-(2-nitrophenyl)propan-1-ones as starting materials and a combination of a benzothiazoline and a chiral phosphoric acid.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1611639.
- Supporting Information