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 Creators	ORCiD
D S, Sharada	UNSPECIFIED

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