过渡金属
可扩展性
持续性
化学
工艺工程
有机化学
组合化学
计算机科学
催化作用
工程类
操作系统
生态学
生物
作者
Jeonguk Kweon,Minjeong Lee,Dongwook Kim,Sukbok Chang
标识
DOI:10.1021/acs.oprd.4c00247
摘要
Herein, we present an investigation into the scalability and sustainability of decarboxylative amidation for constructing C(sp3)–N bonds using dioxazolones as the amino source under transition-metal-free and ambient conditions. One of the concerns regarding the sustainability of the previously developed amidation protocol, mainly arising from the use of dimethyl sulfoxide (DMSO), was successfully addressed through reoptimization. Ethyl acetate can now serve as an effective, environmentally friendly alternative reaction medium. We also present the results of a sensitivity study of the newly optimized amidation conditions, examining parameters such as O2 levels, concentrations, water content, and temperatures. The practicability of this stereoretentive decarboxylative amidation has been validated through multigram-scale reactions (5–50 mmol), including optically active carboxylic acids such as (S)-Naproxen.
科研通智能强力驱动
Strongly Powered by AbleSci AI