4.5 Review

The Expedition of Azido-reductive Cyclization Approaches Towards Various Heterocycles

Journal

CURRENT ORGANIC CHEMISTRY
Volume 26, Issue 4, Pages 382-398

Publisher

BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/1385272826666220218095203

Keywords

Aza-sugars; azido-reductive cyclization; benzodiazepines; lactams; pyrroles; quinazolinones

Funding

  1. Department of Pharmaceuticals (DoP), Ministry of Chemicals & Fertilizers, Govt. of India

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This review focuses on the azido-reductive cyclization of organic azides and its significant insights. The review elaborates the extensive literature for synthesizing various heterocycles using chemoselective and straightforward protocols for azido-reduction with concomitant intramolecular cyclization. The azido-reductive cyclization strategy has been successfully applied in the synthesis of essential heterocycles and various iminosugars, drugs/APIs, and natural products embedding such heterocycles.
Organic azides are placed in the interphase between chemistry, biology, medicine, and materials science. Their uses in peptide chemistry, combinatorial chemistry, and the synthesis of heterocycles are extensively explored. In this review, the focus is placed on the azido-reductive cyclization of azides and detailed its significant insights. The wide-ranging literature for synthesizing various heterocycles, employing chemoselective and straightforward protocols for azido-reduction with concomitant intramolecular cyclization, has been elaborated. In due course, the azido-reductive cyclization strategy witnessed the synthesis of essential heterocycles, such as benzodiazepine, quinazolinone, piperidine, pyrrole and their derivatives. In addition, the review includes application of azido-reductive cyclization strategies towards the synthesis of various iminosugars, drugs/APIs, and natural products embedding such heterocycles.

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