AI Article Synopsis
- The manuscript outlines a method to synthesize γ-lactam using cyclobutanones and an oxime aminating reagent with a small amount of Brønsted acid.
- This approach utilizes a safer, more stable oxime derivative instead of highly explosive hydroxylamine compounds.
- It also details how the resulting γ-lactam can be converted into γ-aminobutyric acid derivatives and discusses the reaction mechanism, including considerations of the isotope effect.
Article Abstract
This manuscript describes the synthesis of γ-lactam from the nitrogen insertion reaction of cyclobutanones using an oxime as an aminating reagent with a catalytic amount of Brønsted acid. This method was employed with a more stable oxime reagent, which is a precursor analog of hydroxylamine derivatives with explosive properties. The reaction was tolerated by various substituted cyclobutanones and less strained five- or six-membered ketones. The obtained γ-lactam products could be transformed into γ-aminobutyric acid derivatives ring-opening hydrolysis. The reaction mechanism is discussed from the perspective of the isotope effect, .
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| http://dx.doi.org/10.1039/d4ob00566j | DOI Listing |
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