Iodine-promoted synthesis of acylindolizine derivatives from acetylenecarboxylates and pyridinium, isoquinolinium, or quinolinium ylides was written by Liu, Juanjuan;Yan, Peiyun;Li, Yan;Zhou, Zhengquan;Ye, Weijian;Yao, Juan;Wang, Cunde. And the article was included in Monatshefte fuer Chemie in 2014.Electric Literature of C7H7ClN2 This article mentions the following:
An iodine-promoted synthesis of acylindolizinecarboxylates via 1,3-dipolar cycloaddition of nitrogen ylides with acetylenecarboxylates and subsequent aromatization for the generation of a wide range of structurally interesting, pharmacol. and photoelec. significant compounds is reported. Only readily available materials, mild conditions, and operationally trivial reaction protocols were required. In the experiment, the researchers used many compounds, for example, 1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3Electric Literature of C7H7ClN2).
1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Electric Literature of C7H7ClN2