Safety of 3-CyanopyridineIn 2022, Lee, Jae Bin;Kim, Gun Ha;Jeon, Ji Hwan;Jeong, Seo Yeong;Lee, Soochan;Park, Jaehyun;Lee, Doyoung;Kwon, Youngkook;Seo, Jeong Kon;Chun, Joong-Hyun;Kang, Seok Ju;Choe, Wonyoung;Rohde, Jan-Uwe;Hong, Sung You published 《Rapid access to polycyclic N-heteroarenes from unactivated, simple azines via a base-promoted Minisci-type annulation》. 《Nature Communications》published the findings. The article contains the following contents:
Conventional synthetic methods to yield polycyclic heteroarenes have largely relied on metal-mediated arylation reactions requiring pre-functionalised substrates. However, the functionalization of unactivated azines has been restricted because of their intrinsic low reactivity. Herein, a transition-metal-free, radical relay π-extension approach to produce N-doped polycyclic aromatic compounds directly from simple azines and cyclic iodonium salts is reported. Mechanistic and ESR studies provide evidence for the in situ generation of organic electron donors, while chem. trapping and electrochem. experiments implicate an iodanyl radical intermediate serving as a formal biaryl radical equivalent This intermediate, formed by one-electron reduction of the cyclic iodonium salt, acts as the key intermediate driving the Minisci-type arylation reaction. The synthetic utility of this radical-based annulative π-extension method is highlighted by the preparation of an N-doped heptacyclic nanographene fragment through fourfold C-H arylation.3-Cyanopyridine (cas: 100-54-9) were involved in the experimental procedure.
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. Safety of 3-Cyanopyridine