New Method for the Synthesis of <i>N</i>‐Vinylamides.

Schmitt, Günter; Ebertz, Wolfgang

doi:10.1002/anie.198206302

Cited by 3 publications

(2 citation statements)

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“…A typical example is treatment of oxazolines 125 with potassium tertbutoxide (tBuOK) in hexamethylphosphorous triamide (HMPT) as solvent, which led to the formation of open-chain products, the imidates 126 or the corresponding amides 127. [50] A key factor in determining the predominant pathway was found to be the type of substituents R 1 and R 2 . In the case of hydrogen atom, the reaction was driven towards the imidate, however when at least one of the two substituents was an alkyl or aryl group, the corresponding amide was formed (Scheme 33).…”

Section: Synthesis From Heterocycles Via Ring-openingmentioning

confidence: 99%

“…A different synthetic approach to imidates is based on the ring‐opening of N , O and N , N‐ heterocyclic compounds. A typical example is treatment of oxazolines 125 with potassium tert ‐butoxide ( t BuOK) in hexamethylphosphorous triamide (HMPT) as solvent, which led to the formation of open‐chain products, the imidates 126 or the corresponding amides 127 [50] . A key factor in determining the predominant pathway was found to be the type of substituents R 1 and R 2 .…”

Section: Synthetic Routes To Imidatesmentioning

confidence: 99%

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Synthetic Routes to Imidates and Their Applications in Organic Transformation: Recent Progress

Chaidali,

Lykakis

2023

Eur J Org Chem

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Recent synthetic approaches and diverse applications of imidates are presented in this review. These motifs are successfully used as intermediates in organic transformations, such as the synthesis of N‐heterocycles, natural products and metal complexes with a potential catalytic effect. Consequently, many attempts have been made for the development of efficient and facile synthetic methods of imidates in the past few years, as a continuum of previous paths. A wide range of organic compounds can be used as starting materials for these syntheses, including nitriles, isocyanides, amides etc. which through simple and flexible processes are converted to the desired imidates. Herein, an exploration of the recent synthetic routes of imidates and their diverse applications in organic transformations has been categorized and summarized.

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Section: Synthesis From Heterocycles Via Ring-openingmentioning

confidence: 99%

Section: Synthetic Routes To Imidatesmentioning

confidence: 99%