PhNCO-enabled synthesis of secondary amides from <i>N</i>-(2-aminophenyl)benzamides

Govindan, Karthick; Chen, Nian-Qi; Jayaram, Alageswaran; Lin, Wei-Yu

doi:10.1039/d3nj04995g

Cited by 2 publications

(1 citation statement)

References 42 publications

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“…We have recognized the potential of utilizing activated amides for the selective cleavage of C–N bonds, enabling the synthesis of primary amides, as well as a diverse array of nitrogen-containing molecules, through novel methods (Scheme 1a). 33–37 Based on these reports, there is a pressing need to advance the efficient conversion of amide into amides, fostering crucial functional groups with extensive applicability. This necessitates the utilization of adept reagents and methodologies to drive effective transformations.…”

Section: Introductionmentioning

confidence: 99%

Catalyst-free activation of N–C(O) Amide bonds – efficient cascade synthesis of N-acyl thiocarbamides in batch and continuous-flow

Govindan,

Chen,

Lin

2024

Green Chem.

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Section: Introductionmentioning

confidence: 99%

Catalyst-free activation of N–C(O) Amide bonds – efficient cascade synthesis of N-acyl thiocarbamides in batch and continuous-flow

Govindan,

Chen,

Lin

2024

Green Chem.

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Transition‐Metal Catalyzed Synthesis of N‐Heterocycles using Solvent‐Carbon (C1) Synthons

Govindan,

Jayaram,

Seenivasan

et al. 2024

ChemCatChem

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Nitrogen‐containing heterocycles represent fundamental components found in a myriad of natural compounds, pharmaceuticals, tailored bioactive substances, and agrochemicals. In recent decades, the field of synthetic chemistry has prioritized these compounds, directing considerable research endeavour toward developing efficient and concise methodologies for their synthesis. Consequently, there is a growing interest in pioneering novel synthetic approaches to fabricate these immensely coveted structural motifs. Transition metal‐catalyzed reactions leveraging solvents as carbon (C1) synthons offer notable advantages, including streamlined processes, enhanced atom economy, and environmental sustainability. This review sheds light on the recent advancements in the utilization of collective solvents such as methanol (alongside other alcohols), N,N‐dimethylethanolamine (DMEA), and triethylamine (TEA) (in conjunction with other amines), tetrahydrofuran (THF), toluene, dichloromethane (DCM), dimethyl sulfoxide (DMSO), and dimethylformamide (DMF) as C1 synthons, serving as foundational units for the synthesis of N‐heterocycles, including quinazolinone, quinazoline, quinoxaline, pyridine, and pyrimidine, among others. Various reaction conditions employing diverse transition metals, coupling partners, and solvents as carbon synthons or reagents, as reported in the literature, have been explored.

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PhNCO-enabled synthesis of secondary amides from N-(2-aminophenyl)benzamides

Abstract: We have successfully developed an efficient method for synthesizing secondary amides utilizing easily accessible N-(2-aminophenyl)benzamide and phenyl isocyanate.

Cited by 2 publications

References 42 publications

Catalyst-free activation of N–C(O) Amide bonds – efficient cascade synthesis of N-acyl thiocarbamides in batch and continuous-flow

Catalyst-free activation of N–C(O) Amide bonds – efficient cascade synthesis of N-acyl thiocarbamides in batch and continuous-flow

Transition‐Metal Catalyzed Synthesis of N‐Heterocycles using Solvent‐Carbon (C1) Synthons

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