Researchers are common within chemical engineering and are often tasked with creating and developing new chemical techniques, frequently combining other advanced and emerging scientific areas. 107-97-1, Name is Sarcosine, molecular formula is C3H7NO2, belongs to pyrrolines compound, is a common compound. In a patnet, author is Zhu, Peng-Fei, once mentioned the new application about 107-97-1, SDS of cas: 107-97-1.
An aerobic and green C-H cyanation of terminal alkynes
This study describes a benign C-H cyanation of terminal alkynes with alpha-cyanoesters serving as a nontoxic cyanide source. In situ generation of the key copper cyanide intermediate is proposed by a sequence of alpha-C-H oxidation and copper-mediated beta-carbon elimination of alpha-cyanoesters, releasing the alpha-ketoester byproduct observed experimentally. The ensuing reaction of copper cyanide with terminal alkynes delivers preferentially cyanoalkynes and surpasses the possible Glaser type dimerization of terminal alkynes or the undesired accumulation of HCN under protic conditions. The presence of the co-oxidant K2S2O8 is crucial to this selectivity, probably by promoting oxidative transmetalation and the resulting formation of the Cu(iii)(acetylide)(CN) intermediate. All the reagents and salts used are commercially available, cheap and nontoxic, avoiding the use of highly toxic cyanide salts typically required in cyanation studies. The scope of this reaction is demonstrated with a set of alkynes and alpha-cyanoesters. The application of this method to late-stage functionalization of the terminal alkyne group in an estrone derivative is also feasible, showing its practical value for drug design.
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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem