56210-74-3Relevant articles and documents
Facile stereoselective syntheses of aryl substituted α,β-unsaturated esters containing a trifluoromethyl group
Pan, Rui-Qi,Wang, Ping-An,Deng, Min-Zhi
, p. 287 - 290 (2002)
Facile stereoselective synthesis of aryl substituted α,β-unsaturated esters containing a trifluoromethyl group was presented. The Suzuki-type cross-coupling reaction of arylboronic acids with ethyl (Z)-3-iodo-4,4,4-trifluoro-2-butenoate, which was generat
Blue light-promoted cross-coupling of aryldiazoacetates and diazocarbonyl compounds
Xiao, Tiebo,Mei, Mingjing,He, Yuwei,Zhou, Lei
supporting information, p. 8865 - 8868 (2018/08/17)
A blue light-promoted cross-coupling of two distinct diazo compounds was described. The reaction produces E-configured trisubstituted alkenes in good yields in the absence of catalysts and additives. The reactive free carbene intermediates were generated
A Bio-Inspired, Catalytic e → Z Isomerization of Activated Olefins
Metternich, Jan B.,Gilmour, Ryan
supporting information, p. 11254 - 11257 (2015/09/21)
Herein, Natures flavin-mediated activation of complex (poly)enes has been translated to a small molecule paradigm culminating in a highly (Z)-selective, catalytic isomerization of activated olefins using (-)-riboflavin (up to 99:1 Z/E). In contrast to the prominent Z → E isomerization of the natural system, it was possible to invert the directionality of the isomerization (E → Z) by simultaneously truncating the retinal scaffold, and introducing a third olefin substituent to augment A1,3-strain upon isomerization. Consequently, conjugation is reduced in the product chromophore leading to a substrate/product combination with discrete photophysical signatures. The operationally simple isomerization protocol has been applied to a variety of enone-derived substrates and showcased in the preparation of the medically relevant 4-substituted coumarin scaffold. A correlation of sensitizer triplet energy (ET) and reaction efficiency, together with the study of additive effects and mechanistic probes, is consistent with a triplet energy transfer mechanism.
