Ruthenium-catalyzed acceptorless dehydrogenative coupling of amino alcohols and ynones to access 3-acylpyrroles

Abstract

Herein, a new strategy for the direct synthesis of functionalized pyrroles from β-amino alcohols and ynones via ruthenium-catalyzed acceptorless dehydrogenative coupling has been demonstrated. This developed methodology proceeds in an...

Iridium-Catalysed Transfer Hydrogenation of 1,8-Naphthyridine with Indoline: Access to Functionalized N-Heteroarenes

“…Although the mechanism of this reaction has not been fully elucidated, on the basis of the above-observed findings, a hydrogen transfer is proposed in Scheme 5. Based on metal-catalyzed transfer hydrogen mechanism reported in the literature [45,46] and the above control experiments, a plausible reaction pathway is proposed in Scheme 5. First, IrCp*Cl2 and NaOTf proceed in a ligand exchange process to generate complex A which Although the mechanism of this reaction has not been fully elucidated, on the basis of the above-observed findings, a hydrogen transfer is proposed in Scheme 5.…”

Harnessing alcohols as sustainable reagents for late-stage functionalisation: synthesis of drugs and bio-inspired compounds

“…Recently, Xiong and co-workers used a ruthenium-catalysed system to functionalise pyrroles using amino alcohols following acceptorless dehydrogenative coupling (ADC) (method Zp, Scheme 69). 146 Phenyl(4-phenyl-1 H -pyrrol-3-yl)methanone 171a , which is widely used as a cyclooxygenase (COX-1/COX-2) inhibitor with anti-inflammatory activity, was also synthesised using this protocol. It should be noted that, traditionally 171a was synthesised from more complex procedures following the Staudinger/aza-Wittig reaction.…”

Arene Ruthenium(II)-Catalyzed Sustainable Synthesis of 2,4-Disubstituted Quinazolines via Acceptorless Dual Dehydrogenative Coupling of Alcohols

“…In view of this, the acceptorless dehydrogenative coupling (ADC) of alcohols has emerged as a promising, an atom-efficient, and eco-friendly method for the construction of heterocycles, with water and hydrogen gas being the only byproducts . Further, many reports are available on transition-metal-catalyzed ADC reactions for the synthesis of quinazolines from alcohols or aldehydes with suitable amines .…”