Gold‐Catalyzed Oxidative Alkyne Functionalization by N−O/S−O/C−O Bond Oxidants. Issue 18 (14th July 2020)

• Record Type: Journal Article
• Authors: Bhunia, Sabyasachi; Ghosh, Partha; Patra, Snigdha Rani
• Is Part Of: Advanced synthesis & catalysis. Volume 362:Issue 18(2020)
• Page Start: 3664
• Page End: 3708
• Publication Date: 2020-07-14
• Subjects: alkyne oxidation -- α-oxo gold carbene -- oxygenated alkenyl gold -- oxidative alkyne functionalization -- C−H insertion; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202000274
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: Since the beginning of this century, homogeneous gold‐catalyzed alkyne transformations have been an active area of research in pursuit of developing efficient synthetic methodologies. This emerging area of research which at the beginning exploited the mild Lewis acid character of gold and its propensity to form π‐complex with alkyne, has been reinvigorated upon the discovery of gold‐catalyzed oxidative alkyne functionalization in 2007. The gold‐catalyzed alkyne oxidation enabled direct access to α‐oxo gold carbenes and gold alkynal complex with versatile reactivity which has been applied to achieve transformations including but not limited to oxyarylation, C−H, X−H (X=N, O) insertion, cyclization, cycloaddition, ring expansion, and various cascade reactions. This review provides a comprehensive summary of methods, applications and mechanistic insight of gold‐catalyzed oxidative alkyne functionalization by N−O/S−O/C−O bond oxidants covering the literature reports appeared since 2007. Abstract :