In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Functionalisation of esters via 1,3-chelation using NaOtBu: mechanistic investigations and synthetic applications, published in 2021, which mentions a compound: 3222-47-7, mainly applied to ester transesterification deesterification chelation mechanistic synthetic application, Safety of 6-Methylnicotinic acid.
For the first time, both 1,3-chelation and the formation of a tetrahedral intermediate were confirmed as the key factors for the unusual nucleophilic behavior of a metal t-butoxide in a transesterification reaction. NMR and real-time IR spectroscopies and deuterium-labeling experiments were used for the mechanistic investigation. Based on a pivotal point in the mechanistic understanding of the action of t-butoxide anion, several uncovering reactions such as direct access to value-added chiral α-amino acid t-Bu ester with almost complete retention of optical purity via elaborative transesterification, non-hydrolytic deesterification of esters, and selective bond cleavage of 3-benzoyloxazolidin-2-ones, were successfully achieved.
The article 《Functionalisation of esters via 1,3-chelation using NaOtBu: mechanistic investigations and synthetic applications》 also mentions many details about this compound(3222-47-7)Safety of 6-Methylnicotinic acid, you can pay attention to it, because details determine success or failure
Reference:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics