**Carbozincation of Substituted 2-Alkynylamines, 1-Alkynylphosphines, 1-Alkynylphosphine Sulfides with Et 2Zn in the Presence of Catalytic System of Ti(O-***i***Pr) 4 and EtMgBr**

### **Rita N. Kadikova \*, Ilfir R. Ramazanov, Azat M. Gabdullin, Oleg S. Mozgovoi and Usein M. Dzhemilev**

Institute of Petrochemistry and Catalysis of Russian Academy of Sciences, 141 Prospekt Oktyabrya, 450075 Ufa, Russia; ilfir.ramazanov@gmail.com (I.R.R.); saogabdullinsao@gmail.com (A.M.G.); skill15@mail.ru (O.S.M.); ink@anrb.ru (U.M.D.)

**\*** Correspondence: kadikritan@gmail.com; Tel.: +7-(347)-284-27-50

Received: 1 November 2019; Accepted: 28 November 2019; Published: 4 December 2019

**Abstract:** The EtMgBr and Ti(O-*i*Pr)4-catalyzed ethylzincation of 1-alkynylphosphine sulfides with Et2Zn in diethyl ether followed by hydrolysis and deuterolysis a ffords corresponding β,β-disubstituted 1-alkenylphosphine sulfides with high yield. The EtMgBr and Ti(O-*i*Pr)4-catalyzed reaction of 2-alkynylamines, 1-alkynylphosphines, and 1-alkenylphosphine sulfides with Et2Zn in various solvents was studied. It has been found that the reaction of 2-alkynylamines and 1-alkynylphosphines in methylene chloride, hexane, toluene, benzene, and anisole leads to the selective formation of 2-alkenylamines and 1-alkenylphosphine oxides after oxidation with H2O2.

**Keywords:** ethylzincation; 1-alkynylphosphine sulfides; 1-alkynylphosphines; 2-alkynylamines; 2-zincoethylzincation; titanium catalysis; diethylzinc
