Electric Literature of C6H4N2《Blue LED induced solvent-free multicomponent reactions among aryl diazoacetates, pyridine derivatives and maleimides: direct eco-friendly synthesis of densely functionalized itaconimides》 was published in 2022. The authors were Maiti, Debajit;Das, Ranajit;Prabakar, Tejas;Sen, Subhabrata, and the article was included in《Green Chemistry》. The author mentioned the following in the article:
Herein a hitherto novel multicomponent reaction involving pyridine and its derivatives I (R1 = H, 4-Me, 4-CN) aryl diazoesters ArC(=N2)C(O)OR2 (Ar = Ph, thiophen-3-yl, 4-bromophenyl, etc.; R2 = Me, Et) and N-methyl/ethylmaleimide (2 equiv), using a blue LED under neat (solvent-free) conditions and in the absence of any metal catalysts or bases at r. t. to generate densely substituted itaconimides was reported. This environmentally sustainable strategy generated the desired products II (R3 = Me, Et) in excellent yields. The reaction involved the carbene formation of aryl diazoesters from a blue LED and a subsequent generation of pyridine ylides. The pyridine ylides underwent [3 + 2] cycloaddition with N-alkyl maleimides followed by oxidation, subsequent ring opening of the [3 + 2] adducts and finally reaction with another mol. of N-alkyl maleimides to afford the desired itaconimide derivatives The reaction has wide functional group tolerance at the aryl moiety of the diazoesters and also on pyridine. Control experiments and DFT studies were used to elucidate the reaction mechanism. The experimental procedure involved many compounds, such as 3-Cyanopyridine (cas: 100-54-9) .
3-Cyanopyridine(cas: 100-54-9) has been shown to have a number of pharmacological effects: it inhibits the production of prostaglandin E2 and nitric oxide in congestive heart failure patients; it prevents the formation of diazonium salt from benzene and nitrogen dioxide; it inhibits the growth of tumor cell lines; and it protects mice from radiation injury by scavenging reactive oxygen species. Electric Literature of C6H4N2