Reactions of Nitrosobenzenes with Cyclobutanones by Activation with Lewis Acid
Reactions of Nitrosobenzenes with Cyclobutanones by Activation with Lewis Acid
复制标题
亚硝基苯与环丁酮通过路易斯酸活化的反应
作者：
Shima;Y.; Iagarashi;E.; Yoshimura;T.; Matsuo;J.
3-乙氧基-2-烷基环丁酮和亚硝基苯之间通过Me3SiOTf活化生成6-烷基-2-苯基- 2h -1,2-恶嗪-5(6H)- 1，通过区域选择性切割环丁酮环上取代更多的C2-C3键。另一方面，3-苯基环丁酮和2-苯氧基环丁酮与硝基苯反应，通过环丁酮C1-C2键的裂解，分别得到γ、δ-不饱和和环羟肟酸衍生物。
Formal [4+2] cycloaddition between 3-ethoxy-2-alkylcyclobutanones and nitrosobenzene proceeded by activation with Me3SiOTf to afford 6-alkyl-2-phenyl-2H-1,2-oxazin-5(6H)-one by regioselective cleavage of the more substituted C2–C3 bond of the cyclobutanone ring. On the other hand, reactions of 3-phenylcyclobutanones and 2-benzyloxycyclobutanone with nitrosobenzene gave γ,δ-unsaturated and cyclic hydroxamic acid derivatives, respectively, by cleavage of a cyclobutanone C1–C2 bond.