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Adiyala PR, Mani GS, Nanubolu JB, et al. Access to Imidazo[1,2-a]pyridines via Annulation of α-Keto Vinyl Azides and 2-Aminopyridines. Org Lett. 2015;17(17):4308-11doi: 10.1021/acs.orglett.5b02124.
Adiyala, P. R., Mani, G. S., Nanubolu, J. B., Shekar, K. C., & Maurya, R. A. (2015). Access to Imidazo[1,2-a]pyridines via Annulation of α-Keto Vinyl Azides and 2-Aminopyridines. Organic letters, 17(17), 4308-11. https://doi.org/10.1021/acs.orglett.5b02124
Adiyala, Praveen Reddy, et al. "Access to Imidazo[1,2-a]pyridines via Annulation of α-Keto Vinyl Azides and 2-Aminopyridines." Organic letters vol. 17,17 (2015): 4308-11. doi: https://doi.org/10.1021/acs.orglett.5b02124
Adiyala PR, Mani GS, Nanubolu JB, Shekar KC, Maurya RA. Access to Imidazo[1,2-a]pyridines via Annulation of α-Keto Vinyl Azides and 2-Aminopyridines. Org Lett. 2015 Sep 04;17(17):4308-11. doi: 10.1021/acs.orglett.5b02124. Epub 2015 Aug 26. PMID: 26308984.
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Org Lett. 2015 Sep 04;17(17):4308-11. doi: 10.1021/acs.orglett.5b02124. Epub 2015 Aug 26.

Access to Imidazo[1,2-a]pyridines via Annulation of α-Keto Vinyl Azides and 2-Aminopyridines.

Organic letters

Praveen Reddy Adiyala, Geeta Sai Mani, Jagadeesh Babu Nanubolu, Kunta Chandra Shekar, Ram Awatar Maurya

Affiliations

  1. Medicinal Chemistry and Pharmacology Division, CSIR-Indian Institute of Chemical Technology (IICT) , Hyderabad-500007, India.
  2. Centre for X-ray Crystallography, CSIR-IICT, Hyderabad-500007, India.

PMID: 26308984 DOI: 10.1021/acs.orglett.5b02124

Abstract

A novel strategy for the synthesis of imidazo[1,2-a]pyridines via efficient catalyst/metal-free annulations of α-keto vinyl azides and 2-aminopyridines is described. Several imidazo[1,2-a]pyridines were synthesized from readily available vinyl azides and 2-aminopyridines and obtained in highly pure form by simply evaporating the reaction solvent. This remarkably high yielding and atom economical protocol allows the formation of three new C-N bonds through cascade reactions and rearrangements.

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