On November 27, 1998, Jeong, Susan; Chen, Xin; Harran, Patrick G. published an article.COA of Formula: C10H11N3O3S The title of the article was Macrocyclic Triarylethylenes via Heck Endocyclization: A System Relevant to Diazonamide Synthesis. And the article contained the following:
The author’s approach the preparation of diazonamide A (I) synthesis is described. Initial results show that Heck endocyclization can form highly functionalized lactam rings containing an imbedded 1,2-diaryl-1-(5-oxazolyl)ethylene. Thus, cross-coupling of vinylstannane II (PMB = p-methoxybenzyl) with functionalized oxazole III (prepared in 2 steps from Boc-Val-OH and aminomalononitrile tosylate) gave phenol IV in 89% yield after deprotection. Peptide coupling of IV with a protected O-benzyl-3-iodotyrosine derivative, followed by Pd-catalyzed macrocyclization gave macrocycle V, which contains the diazonamide AEF ring system. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).COA of Formula: C10H11N3O3S
The Article related to heck cyclization diazonamide ring system preparation, Amino Acids, Peptides, and Proteins: Poly(Amino Acids) and Peptides and other aspects.COA of Formula: C10H11N3O3S
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts