Atmosphere‐ and Temperature‐Controlled Regioselective Aminobromination of Olefins | Zendy

Yu Wesley Zongrong | Zendy; Cheng Yi An | Zendy; Wong Ming Wah | Zendy; Yeung YingYeung | Zendy

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Atmosphere‐ and Temperature‐Controlled Regioselective Aminobromination of Olefins

Author(s) -

Yu Wesley Zongrong,

Cheng Yi An,

Wong Ming Wah,

Yeung YingYeung

Publication year - 2017

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201600821

Subject(s) - regioselectivity , chemistry , atmosphere (unit) , catalysis , amine gas treating , argon , organic chemistry , photochemistry , thermodynamics , physics

A complete switch of regioselectivity in the aminobromination of olefins is realized from delicate changes in the reaction temperature from 25 °C to 40 °C and the atmosphere from air to argon, under catalyst‐free conditions. The resulting α‐bromoamides can be transformed easily to high‐value compounds (e.g., Clobenzorex). Mechanistic studies revealed that the reaction went through a radical pathway governed by in‐situ generated bromo(tosyl)amine (TsNHBr).

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