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Synthesis 2021; 53(07): 1341-1348
DOI: 10.1055/s-0040-1705963
DOI: 10.1055/s-0040-1705963
paper
Photoinduced [3+2] Annulation of Alkene with o-Iodoanilines: An Expedient Approach to Indolines
We are grateful for the financial support from the National Natural Science Foundation of China (No 21672047), State Key Laboratory of Urban Water Resource and Environment (No. 2018DX02), The Science and Technology Plan of Shenzhen (JCYJ20180306172044124) and Natural Science Foundation of Guangdong (No. 2020A1515010564). W. X. is grateful for the Talent Plan of the Pearl River in Guangdong, Starting up fund from Shenzhen Government, and the financial support from Guangdong Province Covid-19 Pandemic Control Research Fund (No. 2020KZDZX1218).
Abstract
A highly regioselective [3+2] cyclization of alkenes with 2-iodoanilines under the irradiation of UV light is described. This general, metal-free strategy facilitates the direct preparation of 2-mono-/disubstituted indolines as well as spiroindolines through alkene carboamination in one step. Mechanistic studies suggested that the photochemical protocol proceeded via a radical pathway.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1705963. Included are experimental procedures and compound characterization data.
- Supporting Information
Publication History
Received: 26 August 2020
Accepted after revision: 29 September 2020
Article published online:
04 November 2020
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