Hock Katharina J, Mertens Lucas, Hommelsheim Renè, Spitzner Robin, Koenigs Rene M
RWTH Aachen University, Institute of Organic Chemistry, Landoltweg 1, D-52074 Aachen, Germany.
Chem Commun (Camb). 2017 Jun 16;53(49):6577-6580. doi: 10.1039/c7cc02801f.
Slow addition of sodium nitrite allows the in situ preparation of highly explosive diazo compounds and enables their safe and scalable application in iron catalyzed rearrangement reactions of allylic and propargylic sulfides. With catalyst loadings as low as 0.1 mol% an effective entry into α-mercapto-nitriles, α-mercapto-esters and α-trifluoromethyl-sulfides on a gram-scale is achieved.
缓慢加入亚硝酸钠可原位制备高爆炸性的重氮化合物，并使其能够安全且可扩展地应用于烯丙基和炔丙基硫化物的铁催化重排反应。在低至0.1 mol%的催化剂负载量下，可实现克级规模有效合成α-巯基腈、α-巯基酯和α-三氟甲基硫化物。
