1-酰基三氮烯的合成与性质
Synthesis and Properties of 1-Acyl Triazenes.
作者信息
Landman Iris R, Acuña-Bolomey Emilio, Scopelliti Rosario, Fadaei-Tirani Farzaneh, Severin Kay
机构信息
Institut des Sciences et Ingénierie Chimiques , Ecole Polytechnique Fédérale de Lausanne (EPFL) , 1015 Lausanne , Switzerland.
出版信息
Org Lett. 2019 Aug 16;21(16):6408-6412. doi: 10.1021/acs.orglett.9b02248. Epub 2019 Jul 30.
1-Acyl triazenes can be prepared by acid-catalyzed hydration, gold/iodine-catalyzed oxidation, or oxyhalogenation of 1-alkynyl triazenes. Crystallographic analyses reveal a pronounced effect of the acyl group on the electronic structure of the triazene function. 1-Acyl triazenes display high thermal stability, and only moderate sensitivity toward hydrolysis. They are compatible with basic and oxidative conditions, allowing subsequent transformation. Under acidic conditions, 1-acyl triazenes act as acylation reagents.
1-酰基三氮烯可通过1-炔基三氮烯的酸催化水合、金/碘催化氧化或氧卤化反应制备。晶体学分析表明，酰基对三氮烯官能团的电子结构有显著影响。1-酰基三氮烯具有高热稳定性，对水解仅表现出中等敏感性。它们与碱性和氧化条件兼容，可进行后续转化。在酸性条件下，1-酰基三氮烯可作为酰化试剂。
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