Fischer David M, Balkenhohl Moritz, Carreira Erick M
ETH Zurich, 8093 Zurich, Switzerland.
JACS Au. 2022 May 6;2(5):1071-1077. doi: 10.1021/jacsau.2c00186. eCollection 2022 May 23.
The cycloisomerization of β-, γ-, and δ-unsaturated -acyl sulfonamides to -sulfonyl lactams and imidates is reported. This transformation is effected in the presence of a Co(salen) catalyst using -BuOOH or air as the oxidant. The method shows good functional group tolerance (alkyl, aryl, heteroaryl, ether, -Boc) and furnishes an underexplored class of cyclic building blocks. The strong solvent dependence of the transformation is investigated, and the synthetic versatility of the -sulfonyl imidate product class is highlighted.
据报道，β-、γ-和δ-不饱和酰基磺酰胺可环异构化为磺酰基内酰胺和亚胺酸酯。该转化反应在Co(salen)催化剂存在下，使用叔丁基过氧化氢或空气作为氧化剂进行。该方法显示出良好的官能团耐受性（烷基、芳基、杂芳基、醚、叔丁氧羰基），并提供了一类尚未充分探索的环状结构单元。研究了该转化反应对溶剂的强烈依赖性，并突出了磺酰基亚胺酸酯产物类别的合成多功能性。
