89374-70-9Relevant academic research and scientific papers
Rhodium-catalyzed asymmetric addition of arylboronic acids to indolylnitroalkenes
Xing, Junwei,Chen, Guihua,Cao, Peng,Liao, Jian
, p. 1230 - 1236 (2012)
Indolylnitroethanes and their derivatives are key intermediates to many bioactive structures. Most approaches to access chiral indolylnitroethanes involve organocatalyzed or metal-catalyzed asymmetric Friedel-Crafts reaction of indoles with nitroalkenes.
Diastereoselective synthesis of functionalized tetrahydrocarbazoles via a domino-ring opening-cyclization of donor-acceptor cyclopropanes with substituted 2-vinylindoles
Talukdar, Ranadeep,Tiwari, Deo Prakash,Saha, Amrita,Ghorai, Manas K.
supporting information, p. 3954 - 3957 (2014/08/18)
A new domino synthetic approach for the synthesis of highly functionalized tetrahydrocarbazoles via DROC of various functionalized DA-cyclopropanes with 2-indolylnitroethylene and indole-substituted alkylidene malonate is described. The tetrahydrocarbazol
Regio- and stereospecific uncatalyzed reactions of electron-rich arenes and olefins at organomolybdenum enantiomeric scaffolds
Chen, Wenyong,Sana, Kasinath,Jiang, Yi,Meyer, Esmerelda V. S.,Lapp, Stacey,Galinski, Mary R.,Liebeskind, Lanny S.
, p. 7594 - 7611 (2014/04/03)
A novel uncatalyzed reaction between TpMo(CO)2(5- trifluoroacetoxy-η3-5,6-dihydropyranyl/dihydropyridinyl) complexes and electron-rich arenes/olefins is reported. The reaction proceeds under mild reaction conditions so that a variety of functional groups are tolerated. Combined with a stereospecific annulative demetalation, the new reaction provides a rapid access to polycyclic alkaloid structures. The sequential protocol was used to prepare analogues of the antimalarial agent isofebrifugine.
Diels-Alder Reaction of 2-Vinylindoles with Maleic Anhydride
Narasimhan, N. S.,Kusurkar, R. S.,Dhavale, D. D.
, p. 1004 - 1010 (2007/10/02)
N-Methyl-2-(2-methyl- (1), 2-methoxy- (2), and 2-ethoxycarbonyl- (3) -vinyl)indoles furnish the corresponding Diels-Alder adducts 5, 6 and 7 when treated with maleic anhydride.Under similar conditions N-methyl-2-(2-nitrovinyl)indole (4) undergoes dimerisation to give the dimer (8).Dimerisation to compound 17 is also observed during attempted separation of the mixture of cis- and trans-isomers of N-methyl-2-(2-methylvinyl)indole (1) on silica gel.The Diels-Alder adducts (5 and 7), on hydrolysis, followed by lead tetraacetate oxidation give the carbazoles, 11 and 14a + 14b respectively.
