Iron(III) Chloride Catalyzed Nucleophilic Substitution of Tertiary Propargylic Alcohols and Synthesis of Iodo-3H-Pyrazoles
A straightforward and concise method was developed for the efficient and rapid synthesis of iodo-3H-pyrazoles by the FeCl3/I2-mediated propargylic substitution of tertiary propargylic alcohols with p-toluenesulfonyl hydrazide and subsequent cyclization under mild conditions. The method constitutes a novel approach to the synthesis of various iodo-3H-pyrazoles with a wide substrate scope and in high yields.
REACTION OF 2-DIAZOPROPANE WITH DIPHENYLBIACETYLENE AND PHOTOLYSIS OF THE OBTAINED 3H-PYRAZOLES. SYNTHESIS OF 3,3-DIMETHYL-1-PHENYL-2-PHENYLETHYNYLCYCLOPROPENE - THE FIRST CONJUGATED ALKYNYLCYCLOPROPENE
The addition of 2-diazopropane to diphenylbiacetylene takes place slowly.Even with a large excess of the diazo compound it leads to a mixture in which the main components are initial biacetylene, two regioisomeric phenylethynyl-3H-pyrazoles, and the produ
Kuznetsov, M. A.,Dorofeeva, Yu. V.,Semenovskii, V. V.,Gindin, V. A.,Studienikov, A. N.
p. 2122 - 2134
(2007/10/02)
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