Metal‐Free Substituent‐Controlled Direct Synthesis of Unprecedented Iminotetrazoles via One‐pot Ugi‐Azide Reaction

Author:

Khanam Ariza1,Tiwari Ashwani12,Lal Mohan12,Dubey Shashiprabha1,Kant Ruchir3,Kumar Mandal Pintu12ORCID

Affiliation:

1. Medicinal and Process Chemistry Division CSIR-Central Drug Research Institute BS-10/1, Sector 10, Jankipuram Extension, Sitapur Road, P.O. Box 173 Lucknow 226 031 India

2. Chemical Science Academy of Scientific and Innovative Research (AcSIR) Ghaziabad 201002 India

3. Biochemistry and Structural Biology Division CSIR-Central Drug Research Institute BS-10/1, Sector 10, Jankipuram Extension, Sitapur Road, P.O. Box 173 Lucknow 226 031 India

Abstract

AbstractEasy operation, readily accessible starting materials, and direct synthesis of iminotetrazoles via metal‐free aerobic oxidation were achieved in one‐pot Ugi‐azide multicomponent reactions. A study of the reactivity of 2‐hydroxybenzaldehyde (Salicylaldehyde) as single reactant replacement (SSR) in classical Ugi reaction has been carried out showing an outcome that differs by simply varying the ortho‐substituents of the benzaldehyde moiety. In doing so, various substituted imino tetrazole products could be obtained directly in one step by simple execution without oxidation step in good yields. Characterization of these new iminotetrazole products was confirmed by X‐ray analysis.

Funder

Sophisticated Analytical Instrument Facility

Publisher

Wiley

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