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 Selective synthesis of pyrrolidin-2-ones and 3-iodopyrroles via the ring contraction and deformylative functionalization of piperidine derivatives, published in 2019, which mentions a compound: 7661-33-8, mainly applied to piperidine ring contraction deformylative functionalization pyrrolidinone iodopyrrole synthesis, Product Details of 7661-33-8.
In this paper, a selective synthesis of pyrrolidin-2-ones and 3-iodopyrroles via the cascade reactions of N-substituted piperidines is presented [e.g., N-phenylpiperidine → N-phenyl-2-pyrrolidinone (58%) in presence of Cu(OAc)2/KI/Oxone/O2 in MeCN and N-phenylpiperidine → 3-iodo-N-phenylpyrrole (65%) in presence of Cu(OAc)2/I2/DMAP/O2 in MeCN]. Mechanistically, the formation of pyrrolidin-2-ones involves a domino process including the in situ formation of pyrrolidine-2-carbaldehyde followed by carboxylic acid formation, decarboxylation and ipso-oxidation On the other hand, 3-iodopyrroles are believed to be formed via the initial generation of pyrrolidine-2-carbaldehyde followed by carboxylic acid formation, decarboxylation, dehydrogenation, iodination and aromatization. Interestingly, either pyrrolidin-2-ones or 3-iodopyrroles could be obtained selectively from the same substrates, and the selectivity was easily tuned by using a specific oxidant and additive.
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