Munaretto, Laieli S.; dos Santos, Caio Y.; Gallo, Rafael D. C.; Okada, Celso Y. Jr.; Deflon, Victor M.; Jurberg, Igor D. published the artcile< Visible-Light-Mediated Strategies to Assemble Alkyl 2-Carboxylate-2,3,3-Trisubstituted β-Lactams and 5-Alkoxy-2,2,4-Trisubstituted Furan-3(2H)-ones Using Aryldiazoacetates and Aryldiazoketones>, Safety of Methyl 2-(2-nitrophenyl)acetate, the main research area is alkyl carboxylate lactam preparation photochem diastereoselective; alkoxy furanone preparation photochem; aryldiazoacetate aryldiazoketone Wolff rearrangement.
Two new visible-light-mediated strategies are described starting from aryldiazoacetates ArC(R)=N2 (Ar = Ph, 4-chlorophenyl, 3,4-difluorophenyl, etc.; R = CF3, C(O)OMe, C(O)OBn, etc.). The first approach describes their reaction with azides R1N3 (R1 = 2-cyanoethyl, Cy, Ph, etc.) to afford the corresponding imines (Z)-ArC(R)=NR1, and then reaction with aryldiazoketones R2C(O)C(=N2)C6H5 (R2 = Me, Ph, 4-methoxyphenyl), produces alkyl 2-carboxylate-2,3,3-trisubstituted β-lactams I. The second approach describes the reaction with sulfoxides R3S(O)R4 (R3 = Me, n-Bu, Ph, 4-chlorophenyl; R4 = Me, n-Bu, Ph, 4-chlorophenyl; R3R4 = -(CH2)4-) to afford the corresponding sulfoxonium ylides ArC(R)=S(O)(R3)R4, followed by reaction with aryldiazoketones to produce 5-alkoxy-2,2,4-trisubstituted furan-3(2H)-ones II (R5 = Me, i-Pr, Bn). These protocols take advantage of the photolysis of aryldiazoacetates and the photochem. promoted Wolff rearrangement of aryldiazoketones.
Organic Letters published new progress about Azetidines Role: SPN (Synthetic Preparation), PREP (Preparation). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Safety of Methyl 2-(2-nitrophenyl)acetate.
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