Hunsdiecker-Type Bromodecarboxylation of Carboxylic Acids with Iodosobenzene Diacetate–Bromine

Autor:	Xavier Pujol, Santiago Vázquez, Pelayo Camps, Andres E. Lukach
Rok vydání:	2000
Předmět:	Iodosobenzene Bromine Decarboxylation Organic Chemistry Halogenation chemistry.chemical_element Biochemistry Medicinal chemistry chemistry.chemical_compound chemistry Yield (chemistry) Drug Discovery Benzophenone Benzene Benzoic acid
Zdroj:	Tetrahedron. 56:2703-2707
ISSN:	0040-4020
DOI:	10.1016/s0040-4020(00)00169-1
Popis:	Carboxylic acids are bromodecarboxylated in moderate to good yields on reaction with iodosobenzene diacetate and bromine under irradiation with a tungsten lamp. The reaction works very well with carboxylic acids having a primary, secondary or tertiary α-carbon atom, although diphenylacetic acid gives benzophenone. Benzoic acid derivatives are bromodecarboxylated in moderate yields if electron-withdrawing substituents are present in the benzene ring, while they are recovered mostly unchanged if the substituents are electron-donating. Partially iodinated products have been isolated in low yield from the bis-bromodecarboxylation of dicarboxylic acids having two bridgehead α-carbon atoms.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::a565f69b966cdea73da22354147b4fb7 https://doi.org/10.1016/s0040-4020(00)00169-1 Zobrazit plný text záznamu Full Text from ScienceDirect