103698-37-9Relevant articles and documents
B-Alkylcatecholboranes as a Source of Radicals for Efficient Conjugate Additions and Allylations
Schaffner, Arnaud-Pierre,Becattini, Barbara,Ollivier, Cyril,Weber, Valery,Renaud, Philippe
, p. 2740 - 2742 (2003)
B-Alkylcatecholboranes, easily prepared in situ by hydroboration of alkenes, are powerful radical precursors that can be used for carbon-carbon bond formation. Typical procedures for (a) conjugate addition to enones, (b) conjugate addition to activated al
A convenient and general tin-free procedure for radical conjugate addition
Ollivier, Cyril,Renaud, Philippe
, p. 925 - 928 (2000)
An environmentally friendly one-pot reaction for conjugate radical additions to activated olefins, with good to excellent yields, uses organoboranes generated in situ as radical precursors and the Barton carbonate PTOC-OMe as a radical-chain transfer reag
The Invention of Radical Reactions. XXXIII Homologation Reactions of Carboxylic Acids by Radical Chain Chemistry
Barton, Derek H. R.,Chern, Ching-Yuh,Jaszberenyi, Joseph Cs.
, p. 407 - 426 (2007/10/02)
Various carbon radicals can be generated from carboxylic acids via the corresponding Barton esters.These radicals can be used for the synthesis of longer chain homologues of the original acids.
Reactivity of Carbocyclic Four-membered Radicals for the Preparation of Carbocyclic Analogues of Oxetanocins
Ishigami, Sachiko,Togo, Hideo,Yokoyama, Masataka
, p. 2407 - 2412 (2007/10/02)
New carbocyclic four-membered C-nucleosifdes have been synthesized from the corresponding carboxylic acids and heteroaromatic compounds by the use of the Barton radical reaction.These carbocyclic nucleosides are analogues of oxetanosyl and cyclobutyl N-nu
Decarboxylative radical addition to vinylsulphones and vinylphosphonium bromide: Some further novel transformations of geminal (pyridine-2-thiyl) phenylsulphones
Barton,Boivin,Crepon nee da Silva,Sarma,Togo,Zard
, p. 7091 - 7108 (2007/10/02)
Irradiation of O-acyl derivatives 1 of N-hydroxy-2-thiopyridone with visible light in the presence of phenyl vinyl sulphone or vinyl triphenylphosphonium bromide leads to the corresponding adducts 8 and 9 which can undergo a wide variety of further transformations.
Conversion of Hydroxyl Groups in Alcohols to Other Functional Groups with N-Hydroxy-2-thiopyridone, and Its Application to Dialkylamines and Thiols
Togo, Hideo,Fujii, Misa,Yokoyama, Masataka
, p. 57 - 67 (2007/10/02)
The radical decarboxylation reaction of N-alkoxyoxalyloxy-2-thiopyridone which was prepared by the reaction of alcohol, oxalyl chloride, and N-hydroxy-2-thiopyridone was studied both in the absence and presence of olefinic compounds.The same reactions with olefinic and acetylenic alcohols gave the corresponding lactone derivatives.On the other hand the unsymmetrical alkyl 2-pyridyl disulfides were obtained by the same reaction with aliphatic thiols.
RADICAL ADDITION TO VINYL SULPHONES AND VINYL PHOSPHONIUM SALTS
Barton, Derek H. R.,Togo, Hideo,Zard, Samir Z.
, p. 6349 - 6352 (2007/10/02)
Alkyl radicals, derived from decarboxylation of carboxylic acids, add readily to phenyl vinyl sulphone and vinyl phosphonium bromide.The adducts may be further converted into a variety of useful synthetic intermediates.