1275621-14-1Relevant articles and documents
Rhodium Catalyzed Regioselective C?H Allylation of Simple Arenes via C?C Bond Activation of Gem-difluorinated Cyclopropanes
Jiang, Zhong-Tao,Huang, Jiangkun,Zeng, Yaxin,Hu, Fangdong,Xia, Ying
supporting information, p. 10626 - 10631 (2021/04/05)
Herein, we report a rhodium catalyzed directing-group free regioselective C?H allylation of simple arenes. Readily available gem-difluorinated cyclopropanes can be employed as highly reactive allyl surrogates via a sequence of C?C and C?F bond activation, providing allyl arene derivatives in good yields with high regioselectivity under mild conditions. The robust methodology enables facile late-stage functionalization of complex bioactive molecules. The high efficiency of this reaction is also demonstrated by the high turnover number (TON, up to 1700) of the rhodium catalyst on gram-scale experiments. Preliminary success on kinetic resolution of this transformation is achieved, providing a promising access to enantio-enriched gem-difluorinated cyclopropanes.
DIFLUOROMETHYLENE COMPOUND AND PRODUCTION METHOD THEREOF
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Paragraph 0089; 0090; 0091; 0092, (2018/10/16)
PROBLEM TO BE SOLVED: To provide a difluoromethylene compound useful as a synthetic intermediate of medical and agricultural chemicals and functional materials; and a production method thereof. SOLUTION: The invention provides: a fluorine-containing compound represented by the specified general formula (1); and a production method of the fluorine-containing compound by opening the ring of a difluorocyclopropane represented by the specified general formula (2) in a solvent in the presence of a reagent for introducing X1 and a reagent for introducing X2. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT
An improved method for difluorocyclopropanation of alkenes
Gill, Duncan M.,McLay, Neil,Waring, Michael J.,Wilkinson, Christopher T.,Sweeney, Joseph B.
, p. 1756 - 1758 (2014/08/05)
Difluorocyclopropanation of alkenes using fluorinated acetate salts using convential heating is often a slow, inefficient, and energy-intensive process. We report here a modified protocol which enables the rapid (5 min) preparation of 1,1-difluorocyclopropanes, using microwave irradiation. The new procedure is not only considerably faster than previously reported methods, but it also employs easily removed, low boiling-point solvents and avoids the use of highly toxic or ozone-depleting substances. Georg Thieme Verlag Stuttgart. New York.