Joseph Devaneyan, Lee Sunwoo
Department of Chemistry, Chonnam National University, Gwangju, 61186, Republic of Korea.
Org Lett. 2022 Aug 26;24(33):6186-6191. doi: 10.1021/acs.orglett.2c02429. Epub 2022 Aug 12.
Amides reacted with NaN to give the acyl azides in DMF at 25 °C and produce the symmetrical ureas in THF/HO at 80 °C via the sequential reaction of acyl substitution and Curtius rearrangement. All acyl azides were also obtained from the secondary amides via sequential reaction of -toluenesulfonyl chloride and NaN. In addition, keto-stabilized iminophosphoranes were prepared from a one-pot reaction of amides, NaN, and phosphines.
酰胺与NaN在25℃的N,N-二甲基甲酰胺（DMF）中反应生成酰基叠氮化物，并在80℃的四氢呋喃/水（THF/H₂O）中通过酰基取代和库尔提斯重排的连续反应生成对称脲。所有酰基叠氮化物也可通过对甲苯磺酰氯和NaN的连续反应从仲酰胺中获得。此外，酮稳定的亚氨基磷烷由酰胺、NaN和膦的一锅法反应制备。
