54781-30-5Relevant articles and documents
An Electrophilic Trifluoromethylthiolation of Silylenol Ethers and β-Naphthols with Diethylaminosulfur Trifluoride and (Trifluoromethyl)trimethylsilane
Saravanan, Perumal,Anbarasan, Pazhamalai
supporting information, p. 2894 - 2899 (2018/08/17)
An efficient and general trifluoromethylthiolation of silylenol ethers and β-naphthols have been accomplished employing the combination of diethylaminosulfur trifluoride (DAST) and (trifluoromethyl)trimethylsilane (CF3TMS) as source of electrophilic trifluoromethylthio moiety for the synthesis of α-trifluoromethylthiolated carbonyl compounds and β-naphthols in good yields. Important features of this method include wide functional group tolerance and use of readily available DAST/CF3TMS. Potential of the methodology was demonstrated via the synthesis of α-trifluoromethylthiolated (+)-4-cholesten-3-one and naphthoquinone. (Figure presented.).
Differences in rates of Diels-Alder reactions as experimental indicators of synchronous or asynchronous transition states
Buckle, Ronald N.,Liu, Pei-Ying,Roberts, Evan W. D.,Burnell, D. Jean
, p. 11455 - 11464 (2007/10/03)
Assessment of the relative rates of the Diels-Alder reactions of the unsymmetrical diene 2-(trimethylsilyloxy)-1,3-cyclohexadiene (1) and its 6,6- and 5,5-dimethyl analogs 2 and 3 indicated that with symmetrical, ethylenic dienophiles (para-benzoquinone, maleic anhydride and N-phenylmaleimide) the Diels-Alder reaction is almost synchronous, but with tetracyanoethylene and with diethyl acetylenedicarboxylate the addition is sufficiently asynchronous as to lead to different rates of reaction with dimethyl-dienes 2 and 3.
Cross-conjugated compounds: microwave spectrum of 4,4-dimethyl-2,5-cyclohexadien-1-one
Hutter, Wolfgang,Bodenseh, Hans-Karl
, p. 151 - 158 (2007/10/02)
4,4-Dimethyl-2,5-cyclohexadien-1-one has been prepared by a three-step reaction from 4,4-dimethyl-2-cyclohexen-1-one.Microwave transitions of the cross-conjugated compound have been measured over extended regions from 11 to 40 GHz.The spectrum is a classical a-type spectrum of a near-prolate top with many interspersed lines presumably originating from excited vibrational states.No internal rotation splitting could be observed.We were able to assign 108 rotational transitions with J-quantum numbers up to 40.The least-squares fit showed a standard deviation of 30 kHz and yielded the three rotational constants, A = 3332.158(13) MHz, B = 1193.07386(52) MHz, C = 1082.21280(45) MHz, as well as all five quartic centrifugal distortion constants from Watson's A-reduction: ΔJ = 0.02149(73) kHz, ΔJK = 1.1008(16) kHz, ΔK = -68.42(32) kHz, δJ = 0.00332(16) kHz, δK = -2.7513(99) kHz (representation IR used).The dipole moment was determined from the Stark shift of the M-components of two transitions and was found to be 4.4522(83) D from 93 measurements.