The invention of radical reactions : Part XVI. Radical decarboxylative bromination and iodination of aromatic acids
作者： Derek H.R. Barton , Brigitte Lacher , Samir Z. Zard
DOI: 10.1016/S0040-4020(01)90307-2
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摘要: Abstract Thiohydroxaimic esters of aromatic carboxylic acids undergo clean decarboxylative bromination or iodination on treatment with bromotrichloromethane, odoform diiodomethane in the presence a radical initiator.
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sci-hub.se 参考文章(23)
N. J. Bunce, Mercury salt pathway for the degradation of carboxylic acids to alkyl halides using halogen and mercuric oxide Journal of Organic Chemistry. ,vol. 37, pp. 664- 669 ,(1972) , 10.1021/JO00969A030
Emanuel Vogel, Thomas Schieb, Wolfgang H. Schulz, Klaus Schmidt, Hans Schmickler, Johann Lex, Überbrückte [14]Annulene mit Phenanthren‐Perimeter: anti‐1,6:7,12‐Bismethano[14]annulen Angewandte Chemie. ,vol. 98, pp. 729- 732 ,(1986) , 10.1002/ANGE.19860980815
F. A. H. RICE, W. MORGANROTH, Reaction of the Acid Chlorides of Aromatic Acids with Bromine and Silver Oxide Journal of Organic Chemistry. ,vol. 21, pp. 1388- 1389 ,(1956) , 10.1021/JO01118A015
Robert G. Johnson, Robert K. Ingham, The Degradation Of Carboxylic Acid Salts By Means Of Halogen - The Hunsdiecker Reaction Chemical Reviews. ,vol. 56, pp. 219- 269 ,(1956) , 10.1021/CR50008A002
Derek H.R. Barton, Brigitte Lacher, Samir Z. Zard, Radical decarboxylative bromination of aromatic acids Tetrahedron Letters. ,vol. 26, pp. 5939- 5942 ,(1985) , 10.1016/S0040-4039(00)98266-2
Alexander McKillop, David Bromley, Edward C. Taylor, Thallium in organic synthesis. VI. Synthesis of primary aliphatic bromides Journal of Organic Chemistry. ,vol. 34, pp. 1172- 1173 ,(1969) , 10.1021/JO01256A104
J. I. Concepcion, C. G. Francisco, R. Freire, R. Hernandez, J. A. Salazar, E. Suarez, Iodosobenzene diacetate, an efficient reagent for the oxidative decarboxylation of carboxylic acids Journal of Organic Chemistry. ,vol. 51, pp. 402- 404 ,(1986) , 10.1021/JO00353A026
Stanley J. Cristol, Lyle K. Gaston, Trent Tiedeman, Bridged Polycyclic Compounds. XXIV. The Halogenation of Substituted Norbornyl Radicals1 Journal of Organic Chemistry. ,vol. 29, pp. 1279- 1282 ,(1964) , 10.1021/JO01029A001
James. Cason, David M. Walba, Reaction pathway in the modified Hunsdiecker reaction Journal of Organic Chemistry. ,vol. 37, pp. 669- 671 ,(1972) , 10.1021/JO00969A031
Hans Lettré, Alex Jahn, Zur Darstellung langkettiger Carbonsäuren durch hydrolytische Spaltung carbocyclischer Verbindungen Chemische Berichte. ,vol. 85, pp. 346- 351 ,(1952) , 10.1002/CBER.19520850414