- Electrophotochemical Ring-Opening Bromination oftert-Cycloalkanols
-
An electrophotochemical ring-opening bromination of unstrainedtert-cycloalkanols has been developed. This electrophotochemical method enables the oxidative transformation of cycloalkanols with 5- to 7-membered rings into synthetically useful ω-bromoketones without the use of chemical oxidants or transition-metal catalysts. Alkoxy radical species would be key intermediates in the present transformation, which generate through homolysis of the O-Br bond in hypobromite intermediates under visible light irradiation.
- Yamamoto, Kosuke,Toguchi, Hiroyuki,Kuriyama, Masami,Watanabe, Shin,Iwasaki, Fumiaki,Onomura, Osamu
-
p. 16177 - 16186
(2021/09/13)
-
- Ni-catalysed, domino synthesis of tertiary alcohols from secondary alcohols
-
The use of in situ generated (NHC)-Ni catalytic species (NHC = N-heterocyclic carbene) allows for the synthesis, in short reaction times, of a variety of tertiary alcohols from secondary alcohols through a domino oxidation-addition protocol.
- Berini, Christophe,Navarro, Oscar
-
p. 1538 - 1540
(2012/02/16)
-
- Synthesis and Anticonvulsant Activity of 1-Phenylcyclohexylamine Analogues
-
Thirty-eight analogues of 1-phenylcyclohexylamine (PCA), a phencyclidine (PCP) derivative, were examined for their activities in the mouse maximal electroshock (MES) seizure test and in a motor-toxicity assay.In addition, we determined the binding affinities of the compounds for PCP acceptor sites in rat brain membranes labeled with -1-piperidine.Many of the analogues were protective against MES seizures (ED50s of 4-41 mg/kg, ip) and all of these compounds caused motor toxicity.The potencies in the motor toxicity and MES seizure tests showed a moderate correlation with the affinities for PCP sites.Several analogues exhibited a greater separation of potencies in the motor toxicity and MES seizure tests than did the parent compound PCA.These were obtained by (i) 3-methylation of the cyclohexyl ring trans to the phenyl ring, (ii) methoxylation at the ortho position on the phenyl ring, and (iii) contraction of the cyclohexane ring to form the corresponding cyclopentane.
- Thurkauf, Andrew,Costa, Brian de,Yamaguchi, Shun-ichi,Mattson, Mariena V.,Jacobson, Arthur E.,et al.
-
p. 1452 - 1458
(2007/10/02)
-
- Reaction of 1,4-Bis(bromomagnesio)pentane and 1,5-Bis(bromomagnesio)hexane with Carboxylic acid Esters. A Useful, Highly Stereoselective Annelation
-
1,4-Bis(bromomagnesio)pentane and 1,5-bis(bromomagnesio)hexane have been prepared in THF solution, when treated with carboxylic acid esters, they afford trans diastereomeric bisubstituted cycloalkanols via a highly diastereoselective intramolecular Grignard reaction.
- Canonne, P.,Bernatchez, M.
-
p. 2147 - 2148
(2007/10/02)
-