95450-78-5Relevant articles and documents
Chiral Benzhydrol-2,3,4,5,6-d5
Makino, Taketoshi,Orfanopoulos, Michael,You, Tian-Pa,Wu, Biqi,Mosher, Carol W.,Mosher, Harry S.
, p. 5357 - 5360 (1985)
(-)-Benzhydrol-2,3,4,5,6-d5, C6H5C*HOHC6D5, 20D -0.85 deg (c 16, CHCl3), has been prepared from resolved, enantiomerically pure (+)-4'-nitrobenzhydrol-2,3,4,5,6-d5, by reduction, diazotization, and replacement of the diazonium group with hydrogen using hypophoaphorous acid.The enantiomeric purity of this material was found to be 86percent by use of a chiral NMR shift reagent. (-)-Benzhydrol-2,3,4,5,6-d5 was converted with thionyl chloride-lutidine into (-)-benzhydryl-2,3,4,5,6-d5 chloride .It was previously reported that (+)-1 gave (-)-8 using thionyl chloride-lutidine.Circular dichroism spectra of (-)-1 and (-)-8, which are chiral by virtue of deuterium substitution, are complex and rich in detail in the 240-300-nm region.
Co(III)-Catalyzed Synthesis of Quinazolines via C-H Activation of N-Sulfinylimines and Benzimidates
Wang, Fen,Wang, He,Wang, Qiang,Yu, Songjie,Li, Xingwei
supporting information, p. 1306 - 1309 (2016/04/01)
C-H activation of arenes has been established as an important strategy for heterocycle synthesis via annulations between arenes and unsaturated coupling partners. However, nitriles failed to act as such a coupling partner. Dioxazolones have been employed as a synthon of nitriles, and subsequent coupling with arenes such as N-sulfinylimines and benzimidates bearing a functionalizable directing group provided facile access to two classes of quinazolines under Co(III)-catalysis.
Reactions and mechanistic studies of rhenium-catalyzed insertion of α,β-unsaturated carbonyl compounds into a C-H bond
Kuninobu, Yoichiro,Nishina, Yuta,Okaguchi, Kayo,Shouho, Makoto,Takai, Kazuhiko
experimental part, p. 1393 - 1401 (2009/05/06)
A rhenium complex, [ReBr(CO)3(thf)]2, catalyzes the insertion of α, β-unsaturated carbonyl compounds into a C-H bond of aromatic compounds having nitrogen-containing directing groups. In this reaction, Re2(CO)10 can also be used as a catalyst. When imines are employed as the aromatic substrates, sequential cyclization proceeds and indene derivatives are obtained in good to excellent yields. This reactivity is in contrast to those of ruthenium and rhodium complexes, which are usually used as catalysts in the insertion reactions of unsaturated molecules into a C-H bond. Investigations on the reaction mechanism indicate that the rhenium catalyst promotes C-H bond activation of aromatic compounds, the insertion of α, β-unsaturated carbonyl compounds into a Re-C bond, and intramolecular nucleophilic cyclization followed by reductive elimination and the elimination of an amine.