98508-84-0Relevant articles and documents
Enantioselective Synthesis of trans-2,3-Dihydro-1H-indoles Through C–H Insertion of α-Diazocarbonyl Compounds
Santi, Micol,Müller, Simon T. R.,Folgueiras-Amador, Ana A.,Uttry, Alexander,Hellier, Paul,Wirth, Thomas
supporting information, p. 1889 - 1893 (2017/04/21)
A stereoselective synthesis of 2,3-dihydro-1H-indoles with a RhII-catalyzed C–H insertion is reported. The α-diazo carbonyl intermediates can be obtained by a diazo-transfer reaction of 2-aminophenylacetic acids. Optimization and kinetic studie
Experiments on the Chaperon effect in the nitration of aromatics
Strazzolini, Paolo,Giumanini, Angelo G.,Runcio, Antonio,Scuccato, Massimo
, p. 952 - 958 (2007/10/03)
A nitro group may be effectively delivered to the ortho position of alkylbenzenes, provided that a suitable chaperon function is located in α- position and a dilute of HNO3 in CH2Cl2 is used. The carbonyl function of an aldehyde or ketone is the best choice, but a carboxyl, alkoxycarbonyl, and amide groups all work well. The ether function showed a less pronounced ortho orientation effect, whereas the hydroxyl group was too prone to oxidation. Side reactions were minimal under the conditions employed. A para chaperon effect was seemingly at work in the CH2Cl2 nitration of benzenepropanenitrile. All the results were compared with the corresponding classical nitration in H2SO4.
