6795-91-1Relevant academic research and scientific papers
Preparation of (Z)-1,2-dichloroalkenes from terminal alkynes
Zhou, Ningzhang,Wang, Qiang,Lough, Alan J.,Yan, Hongbin
experimental part, p. 625 - 630 (2012/08/08)
(Z)-1,2-Dihaloalkenes are thermodynamically disfavoured of the two stereoisomers. This paper reports the synthesis of some (Z)-1,2-dichloroalkene analogues from mucochloric acid. A more versatile approach involved the chloroboration of terminal alkynes to yield corresponding (Z)-chloroboronic acid as a first step. Treatment of the organoboronic acid with potassium hydrogen difluoride followed by tetrabutylammonium trichloride gave (Z)-1,2- dichloroalkenes in moderate to good yields in a stereospecific manner.
Preparation of 2-amino-thiazole-5-carboxylic-acid derivatives
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Page/Page column 3, (2008/06/13)
A method for preparing a compound of the structure I,
So2-extrusion of an 8-thiabicylo[3.2.1]octa-2,6-diene 8,8-dioxide and rearrangement of the resulting cycloheptatriene
Takayama, Jun,Sugihara, Yoshiaki,Nakayama, Juzo
, p. 132 - 137 (2007/10/03)
The reaction of 3,4-di-tert-butylthio-phene 1-oxide (8) with tetrachlorocyclopropene provided 6,7-di-tert-butyl-2,3,4,4-tetrachloro-8-thia- bicylo[3.2.1]-octa-2,6-diene 8-oxide (10), which was oxidized to the corresponding 8,8-dioxide 16 by m-chloroperbenzoic acid. The thermolysis of 16 in refluxing chlorobenzene, xylene, or octane gave 5-tert-butyl-1,2-dichloro-3- [(1,1-dichloro-2,2-dimethyl)propyl]benzene (18) with extrusion of SO2 and 2-tert-butyl-4,5,6-trichloro-9,9-dimethylbicyclo[5.2.0]nona-1,3,5-triene (19) with extrusion of SO2 and HCl in 73-78% combined yields. On the other hand, the thermolysis of 16 in the presence of triethylamine gave 19 as the sole product in 98% yield. A mechanism that involves the initial formation of 4,5-di-tert-butyl-1,2,7,7-tetrachlorocycloheptatriene (17) is proposed to explain the observed products.
