A novel bis(pinacolato)diboron-mediated N–O bond deoxygenative route to C6 benzotriazolyl purine nucleoside derivatives

Author:

Basava Vikram1234,Yang Lijia1234,Pradhan Padmanava1234,Lakshman Mahesh K.12345

Affiliation:

1. Department of Chemistry

2. The City College of New York

3. New York

4. USA

5. The Ph.D. Program in Chemistry

Abstract

O6-(Benzotriazol-1-yl)purine nucleosides, containing a C–O–N bond, undergo facile reduction of the N–O bond with (pinB)2and Cs2CO3.Viathis approach a series of 6-(benzotriazol-1-yl)purine nucleosides were synthesized and the mechanism has been investigated.

Funder

National Institute on Minority Health and Health Disparities

Division of Chemistry

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference44 articles.

1. Modified Nucleosides in Biochemistry, Biotechnology and Medicine, ed. P. Herdewijn, Wiley-VCH, Weinheim, 2008

2. Nucleic Acids in Chemistry and Biology, ed. G. M. Blackburn, M. J. Gait, D. Loakes and D. M. Williams, RSC Publishing, Cambridge, UK, 3rd edn, 2006

3. C. Simons , Nucleoside Mimetics: Their Chemistry and Biological Properties, Gordon and Breach, Amsterdam, 2001

4. Perspectives in Nucleoside and Nucleic Acid Chemistry, ed. M. V. Kisakürek and H. Rosemeyer, Verlag Helvetica Chimica Acta, Zurich and Wiley-VCH, Weinheim, 2000

5. R. J. Suhadolnik , Nucleosides as Biological Probes, Wiley, New York, 1979

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