145662-43-7Relevant academic research and scientific papers
Decarboxylative halogenation of indolecarboxylic acids using hypervalent iodine(III) reagent and its application to the synthesis of polybromoindoles
Hamamoto, Hiromi,Umemoto, Hideaki,Umemoto, Misako,Ohta, Chiaki,Fujita, Emi,Nakamura, Akira,Maegawa, Tomohiro,Miki, Yasuyoshi
, p. 561 - 572 (2015/05/20)
Hypervalent iodine mediated decarboxylative halogenation of indoledicarboxylic acid derivatives was studied. The treatment of 1-methylindole-2,3-dicarboxylic acid with phenyliodine diacetate (PIDA) in the presence of lithium bromide gave 1-methyl-3,3-brom
Hypervalent iodine(III) mediated decarboxylative halogenation of indolecarboxylic acids for the synthesis of haloindole derivatives
Hamamoto, Hiromi,Umemoto, Hideaki,Umemoto, Misako,Ohta, Chiaki,Dohshita, Masashi,Miki, Yasuyoshi
scheme or table, p. 2593 - 2596 (2010/11/24)
The treatment of 1-methylindole-2,3-dicarboxylic acid with hypervalent iodine(III) reagent, phenyliodine diacetate (PIDA), in the presence of lithium bromide gave 1-methyl-3,3-dibromooxindole. However, the reaction of 1-(phenylsulfonyl)indole-2,3-dicarboxylic acid with PIDA in the presence of lithium bromide afforded 2,3-dibromo-1-(phenylsulfonyl)indole. In a similar manner, the 2,3-dichloro- and 2,3-diiodo-indole derivatives were obtained by the reaction of the indole-2,3-dicarboxylic acids with PIDA in the presence of lithium chloride and iodide. Georg Thieme Verlag Stuttgart New York.
Decarboxylative bromination of indole-2,3-dicarboxylic acids using oxone or can in the presence of lithium bromide
Umemoto, Hideaki,Umemoto, Misako,Ohta, Chiaki,Dohshita, Masashi,Tanaka, Hiroki,Hattori, Syo,Hamamoto, Hiromi,Miki, Yasuyoshi
experimental part, p. 2845 - 2850 (2010/04/29)
The treatment of l-methylindole-2,3-dicarboxylic acid with Oxone and lithium bromide produced 3,3-dibromo-l-methyloxindole. However, the reaction of 1-benzenesulfonylindole-2,3-dicarboxylic acid with Oxone and lithium bromide afforded l-benzenesulfonyl-2,
Bis-Suzuki reactions of 2,3-dihaloindoles. A convenient synthesis of 2,3-diarylindoles
Liu,Gribble
, p. 8717 - 8721 (2007/10/03)
A convenient, one-pot synthesis of 2,3-diarylindoles 4 is described via a bis-Suzuki palladium-catalyzed cross coupling of 2,3-dihalo-1-(phenylsulfonyl)indoles 1 with arylboronic acids 2, followed by cleavage of the N-protecting group to give 4. The anti-inflammatory drug indoxole (4c) is prepared in high yield. (C) 2000 Elsevier Science Ltd.
APPROACHES TO THE GENERATION OF 2,3-INDOLYNE
Conway, Samuel C.,Gribble, Gordon W.
, p. 2095 - 2108 (2007/10/02)
Several unsuccessful attempts to generate and trap 1-phenylsulfonyl2,3-indolyne (4) from lithio-3-bromo-1-phenylsulfonylindole (9) and 2-lithio-3-iodo-1-phenylsulfonylindole (12), generated by different methods, are described.The remarkable stability of 9
