A Direct Cycloaminative Approach to Imidazole Derivatives via Dual C–H Functionalization

Arepally, Sagar and Babu, Venkata Nagarjuna and Bakthadoss, Manickam and D S, Sharada (2017) A Direct Cycloaminative Approach to Imidazole Derivatives via Dual C–H Functionalization. Organic Letters, 19 (19). pp. 5014-5017. ISSN 1523-7060

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Abstract

Organoiodine(III)-promoted C(sp(3))-H azidation was a key step for the cycloaminative process. An unprecedented method for metal-free dehydrogenative N-incorporation into C(sp(3))-H and C(sp(2))-H bonds for the synthesis of diverse imidazoles has been disclosed. The overall transformation involves the construction of four C-N bonds through hydroamination-azidation-cyclization sequence. The reaction can be easily handled and proceeds under mild conditions. Further, the potential of the present strategy is revealed by the practical synthesis of N-heterocyclic carbene (NHC) precursors.

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IITH Creators:
IITH CreatorsORCiD
D S, SharadaUNSPECIFIED
Item Type: Article
Uncontrolled Keywords: N BOND FORMATION; CARBON-NITROGEN BONDS; AMINATION REACTIONS; NATURAL-PRODUCTS; HETEROCYCLIC CARBENES; COUPLING REACTIONS; POLYVALENT IODINE; FORMING REACTIONS; ORGANIC AZIDES; ARYL HALIDES
Subjects: Chemistry > Organic chemistry
Divisions: Department of Chemistry
Depositing User: Team Library
Date Deposited: 06 Nov 2017 07:30
Last Modified: 06 Nov 2017 07:30
URI: http://raiithold.iith.ac.in/id/eprint/3652
Publisher URL: https://doi.org/10.1021/acs.orglett.7b01840
OA policy: http://www.sherpa.ac.uk/romeo/issn/1523-7060/
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