Journal of Organic Chemistry p. 3161 - 3167 (2016)
Update date:2022-08-17
Topics:
Fukumoto, Yoshiya
Tamura, Yuto
Iyori, Yasuaki
Chatani, Naoto
The combination of TpRh(C2H4)2 (Tp = tris(pyrazol-1-yl)borate) and P(2-furyl)3 catalyzes the reaction of tertiary alkyl-substituted alkynes with tert-butylhydrazine, leading to the formation of 3,3,3-trisubstituted propionitrile derivatives. This reaction system is applicable to 1,1-disubstituted propargyl alcohols and amines to afford the corresponding β-cyanohydrins and β-amino nitriles, respectively. The catalytic cycle involves the formation of a vinylidenerhodium complex as a key intermediate.
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