Rhodium-catalyzed ortho-selective C–H halogenation of 2-arylbenzo[d]thiazoles using N-halosuccinimides as halogen sources

A series Rh(III)-catalyzed ortho-selective C–H halogenation of 2-arylbenzo[d]thiazoles has been developed using N-halosuccinimides (NXS, X=Br and I) as halogen sources. ortho-Brominated and iodinated various 2-arylbenzo[d]thiazoles could be accessed in good to excellent yields and high regioselectiv...

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Published inTetrahedron Vol. 71; no. 16; pp. 2376 - 2381
Main Authors Ding, Qiuping, Zhou, Xiaoli, Pu, Shouzhi, Cao, Banpeng
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 22.04.2015
Elsevier
Subjects
2-Arylbenzo[d]thiazoles
chemical reactions
chemical structure
Chemistry
Chemistry, Organic
Halogenation
N-Halosuccinimides
Physical Sciences
Science & Technology
thiazoles
2-Arylbenzo[d]thiazoles
N-Halosuccinimides
Halogenation
HALIDES
PALLADIUM
ACTIVATION
ARENES
IODINATION
FUNCTIONALIZATION
ORTHO-BROMINATION
BONDS
2-ARYLBENZOTHIAZOLES
ORTHO-ACYLATION
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ISSN0040-4020
1464-5416
DOI10.1016/j.tet.2015.03.004

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Summary:A series Rh(III)-catalyzed ortho-selective C–H halogenation of 2-arylbenzo[d]thiazoles has been developed using N-halosuccinimides (NXS, X=Br and I) as halogen sources. ortho-Brominated and iodinated various 2-arylbenzo[d]thiazoles could be accessed in good to excellent yields and high regioselectivity under mild reaction conditions. [Display omitted]
Bibliography:ObjectType-Article-1
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ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2015.03.004