1012-76-6Relevant academic research and scientific papers
Chemical Transformations of 2,7-Di-tert-butylthiepine
Yamazaki, Shoko,Isokawa, Akira,Yamamoto, Kagetoshi,Murata, Ichiro
, p. 2631 - 2636 (2007/10/02)
Selected chemical transformations of a monocyclic thiepine 2,7-di-tert-butylthiepine 1 have been examined.Oxidation of the thiepine 1 gave unstable thiepine 1-oxide 3, although further oxidation to form the thiepine 1,1-dioxide 4 did not proceed whilst S-
Synthesis and properties of sterically hindered cycloalkenes carrying two tert-butyls in Cis orientation. 2,3-Di-tert-butylbicyclo[2.2.2]oct-2-ene derivatives
Nakayama, Juzo,Hirashima, Atsushi
, p. 7648 - 7653 (2007/10/02)
3,4-Di-tert-butylthiophene 1,1-dioxide (2), a cheletropic Diels-Alder reagent, reacts with 2 molecules of maleic anhydride to give the endo-endo bisadduct 4a (73%) and endo-exo bisadduct 4b (23%), which have a highly hindered double bond incorporated in a bicyclo[2.2.2]oct-2-ene ring system. The reaction of 2 with 2 equiv of PTAD affords the bisadduct 7 (87%). which is directly converted to 4,5-di-tert-butylpyridazine in 80% yield by treatment with KOH/MeOH followed by air oxidation and nitrogen extrusion. The reaction of 2 with phenyl vinyl sulfone affords o-di-ferf-butylbenzene in 89% yield with loss of sulfur dioxide and benzenesulfinic acid. Reduction of 4a and 4b with LiAIH4 followed by treatment of the resulting tctrols with p-toluenesulfonic acid affords the ether derivatives 15a and 15b, respectively, in good overall yields. The double bond of these hindered cycloalkenes is inert to hydroboralion, peracid oxidation, and singlet oxygen, but both 15a and 15b react with bromine to give yellow, unstable crystalline 1:1 adducts to which we propose the polymeric either-bromine adduct structure 19 rather than the bromonium bromide structure 18.
SOME NEW ASPECTS OF THIEPINE AND THIAZEPINE CHEMISTRY
Murata, Ichiro
, p. 243 - 260 (2007/10/02)
1) 1-Benzothiepineiron tricarbonyl was synthesized as a first example of thiepine-metal complex.On oxidation and decomplexation the complex gave 1-benzothiepine 1-oxide as thermally labile compound. 2) Thermolysis of a stable monocyclic thiepine gave the sulfur extruded benzene derivative together with the sulfurated product, the structure, the structure of which was confirmed by X-ray analysis. 3) The ring expansion reaction of 2,6-di-tert-butyl-4-azido-4-R-thiopyrans resulted in the formation of 1,3-thiazepine derivatives instead of the expected 1,4-thiazepines.
A SIMPLEST ISOLABLE MONOCYCLIC THIEPIN. SYNTHESIS, STRUCTURE, AND THERMAL STABILITY OF 2,7-DI-tert-BUTYLTHIEPIN
Yamamoto, Kagetoshi,Yamazaki, Shoko,Kohashi, Yasuji,Murata, Ichiro,Kai, Yasushi,et al.
, p. 3195 - 3198 (2007/10/02)
As an example of a simplest isolable monocyclic thiepin, 2,7-di-tert-butylthiepin (2) has been synthesized from 2,6-di-tert-butylthiopyrylium salt, and the thermal properties together with the X-ray crystal structure of 2 have been examined.
