Abstract
1,5-Disubstituted tetrazoles are an important drug-like scaffold known for their ability to mimic the cis-amide bond conformation. The scaffold is readily accessible via substitution of the carboxylic acid component of the Ugi multi-component reaction (MCR) with TMSN3 in what is herein denoted the Ugi-azide reaction. This full paper presents a concise, novel, general strategy to access a plethora of new heterocylic scaffolds utilizing tethered aldo/keto-acids/esters in the Ugi-azide reaction followed by a ring closing event that generates novel highly complex bis-heterocyclic lactam-tetrazoles.
Original language | English (US) |
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Pages (from-to) | 6036-6046 |
Number of pages | 11 |
Journal | Organic and Biomolecular Chemistry |
Volume | 11 |
Issue number | 36 |
DOIs | |
State | Published - Sep 28 2013 |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry
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CCDC 936637: Experimental Crystal Structure Determination
Gunawan, S. (Creator) & Hulme, C. (Creator), Cambridge Crystallographic Data Centre, 2013
DOI: 10.5517/cc10fn36, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc10fn36&sid=DataCite
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