K2S2O8‐Promoted Haloamination of Non‐Functionalized Olefins for the Synthesis of 2‐Halomethyl Indolines and 2‐Halomethyl Dihydrobenzofuran

A metal‐free, economical and effective method for intramolecular haloamination/cyclization of non‐functionalized olefins was developed. In the presence of K2S2O8 and sodium halide, 2‐allyl aniline can be converted into corresponding 2‐iodo, bromo and chloromethyl indolines skeleton compounds in good...

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Veröffentlicht in:ChemistrySelect (Weinheim) 2022-09, Vol.7 (33), p.n/a
Hauptverfasser: Liu, Ruyan, Wang, Yan, Hu, Zhouman, Wu, Jianglong, Gong, Chengwei, Jiang, Zishuo, Li, Dianjun, Wang, Fuqiang, Yang, Jinhui
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container_start_page
container_title ChemistrySelect (Weinheim)
container_volume 7
creator Liu, Ruyan
Wang, Yan
Hu, Zhouman
Wu, Jianglong
Gong, Chengwei
Jiang, Zishuo
Li, Dianjun
Wang, Fuqiang
Yang, Jinhui
description A metal‐free, economical and effective method for intramolecular haloamination/cyclization of non‐functionalized olefins was developed. In the presence of K2S2O8 and sodium halide, 2‐allyl aniline can be converted into corresponding 2‐iodo, bromo and chloromethyl indolines skeleton compounds in good to excellent yields. Mechanism research suggested that the reaction didn't involve radical addition pathway. Introduction A metal‐free, economical and effective method for intramolecular haloamination of non‐functionalized olefins by K2S2O8 was introduced in detail. In the presence of K2S2O8 and Sodium halide, various non‐functionalized olefins can be converted into corresponding 2‐iodo, bromo and chloromethyl indolines skeleton compounds
doi_str_mv 10.1002/slct.202201932
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subjects 2-halomethyl indulines
electrophilic addition
haloamination
K2S2O8-promoted
non-functionalized olefins
title K2S2O8‐Promoted Haloamination of Non‐Functionalized Olefins for the Synthesis of 2‐Halomethyl Indolines and 2‐Halomethyl Dihydrobenzofuran
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