Cobalt-catalyzed, N–H imine-directed hydroarylation of styrenes

Cobalt-catalyzed, N–H imine-directed hydroarylation of styrenes

A cobalt-catalyzed, N–H imine-directed hydroarylation reaction of styrenes is reported. A variety of diaryl and aryl alkyl N–H imines participated in the reaction to afford the corresponding branched adducts in good yield and regioselectivity. Interestingly, unsymmetrical diaryl imines with modest e...

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Main Authors: Xu, Wengang, Yoshikai, Naohiko
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2019
Subjects:
Styrenes
DRNTU::Science::Chemistry
Hydroarylation
Online Access:https://hdl.handle.net/10356/90279
http://hdl.handle.net/10220/48493
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-902792023-02-28T19:37:02Z Cobalt-catalyzed, N–H imine-directed hydroarylation of styrenes Xu, Wengang Yoshikai, Naohiko School of Physical and Mathematical Sciences Styrenes DRNTU::Science::Chemistry Hydroarylation A cobalt-catalyzed, N–H imine-directed hydroarylation reaction of styrenes is reported. A variety of diaryl and aryl alkyl N–H imines participated in the reaction to afford the corresponding branched adducts in good yield and regioselectivity. Interestingly, unsymmetrical diaryl imines with modest electronic biases reacted regioselectively at one of the aryl rings. Furthermore, the branched selectivity was reversed for substrates bearing a secondary directing group or a bulky pivaloyl N–H imine. MOE (Min. of Education, S’pore) Accepted version 2019-05-30T07:23:33Z 2019-12-06T17:44:41Z 2019-05-30T07:23:33Z 2019-12-06T17:44:41Z 2018 Journal Article Xu, W., & Yoshikai, N. (2018). Cobalt-catalyzed, N–H imine-directed hydroarylation of styrenes. Organic Letters, 20(5), 1392-1395. doi:10.1021/acs.orglett.8b00164 1523-7060 https://hdl.handle.net/10356/90279 http://hdl.handle.net/10220/48493 10.1021/acs.orglett.8b00164 en Organic Letters © 2018 American Chemical Society. This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.orglett.8b00164 5 p. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Styrenes
DRNTU::Science::Chemistry
Hydroarylation
spellingShingle Styrenes
DRNTU::Science::Chemistry
Hydroarylation
Xu, Wengang
Yoshikai, Naohiko
Cobalt-catalyzed, N–H imine-directed hydroarylation of styrenes
description A cobalt-catalyzed, N–H imine-directed hydroarylation reaction of styrenes is reported. A variety of diaryl and aryl alkyl N–H imines participated in the reaction to afford the corresponding branched adducts in good yield and regioselectivity. Interestingly, unsymmetrical diaryl imines with modest electronic biases reacted regioselectively at one of the aryl rings. Furthermore, the branched selectivity was reversed for substrates bearing a secondary directing group or a bulky pivaloyl N–H imine.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Xu, Wengang
Yoshikai, Naohiko
format Article
author Xu, Wengang
Yoshikai, Naohiko
author_sort Xu, Wengang
title Cobalt-catalyzed, N–H imine-directed hydroarylation of styrenes
title_short Cobalt-catalyzed, N–H imine-directed hydroarylation of styrenes
title_full Cobalt-catalyzed, N–H imine-directed hydroarylation of styrenes
title_fullStr Cobalt-catalyzed, N–H imine-directed hydroarylation of styrenes
title_full_unstemmed Cobalt-catalyzed, N–H imine-directed hydroarylation of styrenes
title_sort cobalt-catalyzed, n–h imine-directed hydroarylation of styrenes
publishDate 2019
url https://hdl.handle.net/10356/90279
http://hdl.handle.net/10220/48493
_version_ 1759853801198583808

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