Annulation of 4‐Hydroxypyrones and α‐Keto Vinyl Azides; A Regiospecific Approach towards the Synthesis of Furo[3,  2‐c]Pyrone Scaffolds under Catalyst Free Condition. Issue 26 (19th September 2017)

• Record Type: Journal Article
• Authors: Prasad, Budaganaboyina; Reddy, V. Ganga; Krishna, Namballa Hari; Reddy, N. V. Subba; Nanubolu, Jagadeesh Babu; Alarifi, Abdullah; Kamal, Ahmed
• Is Part Of: ChemistrySelect. Volume 2:Issue 26(2017)
• Page Start: 8122
• Page End: 8126
• Publication Date: 2017-09-19
• Subjects: Catalyst free -- Furo[3, 2-c]pyrone -- Heterocycles -- 4-Hydroxycoumarin -- Vinyl azide; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201701980
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: A mild and efficient strategy for the construction of furo[3, 2‐ c ]pyrones via an annulation of α‐keto vinyl azides and 4‐hydroxypyrones under catalyst free condition has been described. Several furo[3, 2‐ c ]pyrone scaffolds were synthesized from readily available vinyl azides and 4‐hydroxypyrones in a regiospecific manner. This protocol allows the formation of new C−O and C−C bonds in a single step to provide a wide variety of substituted furano heterocycles. It is worth noting that the present protocol has several advantages over the conventional methods such as catalyst free, short reaction duration and operational simplicity with good yields. Abstract : We have developed a simple and efficient strategy for the construction of furo[3, 2‐c]pyrones via an annulation of α‐keto vinyl azides and 4‐hydroxypyrones that allows the formation of a new C−O and a C−C bonds. The present approach utilizes no catalyst for this transformation which is in agreement with the requirements of ideal, eco‐sustainable strategies. Simpler starting materials, milder reaction conditions, easier operational procedure renders the present protocol to be superior over the reported conventional strategies.