Direct Access to Primary Amines from Alkenes by Selective Metal‐Free Hydroamination

Direct and selective synthesis of primary amines from easily available precursors is attractive yet challenging. Herein, we report the rapid synthesis of primary amines from alkenes via metal‐free regioselective hydroamination at room temperature. Ammonium carbonate was used as ammonia surrogate for...

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Vydané v:	Angewandte Chemie International Edition Ročník 60; číslo 18; s. 9875 - 9880
Hlavní autori:	Du, Yi‐Dan, Chen, Bi‐Hong, Shu, Wei
Médium:	Journal Article
Jazyk:	English
Vydavateľské údaje:	WEINHEIM Wiley 26.04.2021 Wiley Subscription Services, Inc
Vydanie:	International ed. in English
Predmet:	alkene Alkenes Amines Ammonia Ammonium ammonium carbonate Ammonium compounds Chemistry Chemistry, Multidisciplinary hydroamination metal-free Physical Sciences primary amines Room temperature Science & Technology Synthesis primary amines ACIDS ANTI-MARKOVNIKOV HYDROAMINATION ALKYLAMINES metal-free CATALYZED HYDROAMINATION hydroamination PHOTOREDOX CATALYSIS HYDRIDE ALCOHOLS AMINATION alkene OLEFINS ammonium carbonate
ISSN:	1433-7851, 1521-3773, 1521-3773
On-line prístup:	Získať plný text
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Popis
Shrnutí:	Direct and selective synthesis of primary amines from easily available precursors is attractive yet challenging. Herein, we report the rapid synthesis of primary amines from alkenes via metal‐free regioselective hydroamination at room temperature. Ammonium carbonate was used as ammonia surrogate for the first time, allowing for efficient conversion of terminal and internal alkenes into linear, α‐branched, and α‐tertiary primary amines under mild conditions. This method provides a straightforward and powerful approach to a wide spectrum of advanced, highly functionalized primary amines which are of particular interest in pharmaceutical chemistry and other areas. A straightforward and modular route to a wide variety of aliphatic primary amines from alkenes is presented based on a metal‐free hydroamination at room temperature. The use of cost‐effective and easily available ammonium carbonate allows for the efficient conversion of terminal and internal alkenes with diverse substitution patterns into highly functionalized linear, α‐branched, and α‐tertiary primary amines.
Bibliografia:	th anniversary of Chemistry at Nankai University Dedicated to the 100 ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 14 content type line 23
ISSN:	1433-7851 1521-3773 1521-3773
DOI:	10.1002/anie.202016679