111-24-0Relevant articles and documents
1,2-Dibromotetrachloroethane: An efficient reagent for many transformations by modified Appel reaction
Essiz, Sel?uk,Da?tan, Arif
, p. 150 - 156 (2019/05/16)
An efficient and facile method has been developed for the synthesis of alkyl bromides from various alcohols under mild conditions using a triphenylphosphine (PPh 3) /1,2-dibromotetrachloroethane (DBTCE) complex in excellent yields and very short time (5 min). This method can also be applied for the transformation of chiral alcohols to their corresponding bromides in very high enantiomeric excess. The PPh 3 /DBTCE complex is also successfully applied to ring-opening reactions of cyclic ethers in mild conditions. Esterification, amidation, and formation of acid anhydrides under very mild experimental conditions are also successfully accomplished by following a modification of the Appel reaction protocol in this work.
Scalable anti-Markovnikov hydrobromination of aliphatic and aromatic olefins
Galli, Marzia,Fletcher, Catherine J.,Del Pozo, Marc,Goldup, Stephen M.
supporting information, p. 5622 - 5626 (2016/07/06)
To improve access to a key synthetic intermediate we targeted a direct hydrobromination-Negishi route. Unsurprisingly, the anti-Markovnikov addition of HBr to estragole in the presence of AIBN proved successful. However, even in the absence of an added initiator, anti-Markovnikov addition was observed. Re-examination of early reports revealed that selective Markovnikov addition, often simply termed "normal" addition, is not always observed with HBr unless air is excluded, leading to the rediscovery of a reproducible and scalable initiator-free protocol.
Process intensification-assisted conversion of α,ω-alkanediols to dibromides
Mekala, Shekar,Hahn, Roger C.
supporting information, p. 630 - 632 (2015/03/03)
The increasingly widespread applications of α,ω-dibromides motivated development of a scalable, inexpensive process to rapidly convert selected α,ω-alkanediols to the corresponding dibromides. Diols were heated with only 48% aq HBr and an organic solvent, using a Dean-Stark apparatus modified to fractionate the azeotropic distillate, thereby maintaining a higher HBr concentration and reaction rate in the pot. Intensified distillation also increased the reaction rate. Various other substrate, solvent, and parameter effects have been discovered and rationalized.
Light-mediated deoxygenation of alcohols with a dimeric gold catalyst
McCallum, Terry,Slavko, Ekaterina,Morin, Mathieu,Barriault, Louis
supporting information, p. 81 - 85 (2015/02/18)
A new protocol for the reductive deoxygenation of primary alcohols was explored. This photo-mediated method combines a novel approach to bromination of alcohols merged with the powerful reducing capability of [Au2(dppm)2]Cl2 [dppm = 1,1-bis(diphenylphosphino)methane] as a photoredox catalyst. The highly efficient methods discussed are marked by the use of UVA light-emitting diodes, which have significantly reduced reaction times and lowered setup cost.
2,3-oxidosqualene-lanosterol cyclase inhibitors
-
, (2008/06/13)
The present invention relates to aminocyclohexanol derivatives useful for the treatment and/or prophylaxis of diseases which are associated with 2,3-oxidosqualene-lanosterol cyclase such as hypercholesterolemia, hyperlipemia, arteriosclerosis, vascular diseases, mycoses, gallstones, tumors and/or hyperproliferative disorders, and treatment and/or prophylaxis of impaired glucose tolerance and diabetes.
Benzimidazole compounds containing 1,2,4-triazole ring, and compositions and methods of use containing the same
-
, (2008/06/13)
Benzimidazole compounds represented by the formula set out below and analogs thereof, wherein Y represents a single bond or sulfur atom; Z represents oxygen atom, sulfur atom, or N--R4 ; R1 and R2 independently represent hydrogen, a halogen atom, alkyl group or other; R1 and R4 independently represent hydrogen, alkyl group, acyl group or other; n and m independently represent an integer of 1, 2, or 3; and L represents a linking group such as C2-12 alkylene group or an alkylene group containing one or more phenylene groups or ether groups. The compounds are useful as an active ingredient of a medicament such as a preventive and therapeutic medicament for hyperlipemia or arterial sclerosis. STR1
CARBOXYLIC ACID LEUKOTRIENE B4 ANTAGONISTS
-
, (2008/06/13)
Compounds of the formula STR1 wherein X is O or CH 2 ; Y is O,--CH 2--CH 2,--CH=CH--,--C C--, or--OCH 2 C 6 H 4--;Z is--CH 2--CH 2--,--CH=CH--or--C C--;f, h, k, m and t, independently, are 0 or 1;n is an integer from 1 to 12; R 1 is hydrogen, lower alkyl, lower alkenyl, cycloalkyl, or aralkyl; andA is B or--O--B, wherein B is a mono-, di-or tricyclic aromatic or heteroaromatic moiety substituted by the group--COR 2,--(O) t--(W) s--COR 2 or--(CH=CH) p COR 2 and which may also contain up to 4 additional substituents selected, independently, from the group consisting of halogen, cyano, lower alkyl, lower alkoxy, sulfonamido, alkanoyl, aroyl,--(Q) k--(W) s'--E or--(Q) k--(W) s"--C 6 H 4--(W) s'"--E, provided that no more than one of said substituents is--(Q) k--(W) s'--E or--(Q) k--(W). sub.s"--C 6 H 4--(W) s'"--E, and wherein E is COR 2 or R 2, W is--CR 3 R 4--, Q is O or carbonyl, p is an integer from 1 to 2, s and s', independently, are an integer from 1-12, s" and s'", independently, are an integer from 0 to 12, C 6 H 4 is a 1,2-, 1,3-, or 1,4-phenylene moiety, and R 2 is hydroxy, lower alkoxy or NR 3 R 4, wherein R 3 and R 4, each occurrence, independently, are hydrogen or lower alkyl,their geometric and optical isomers and, when R 2 is hydroxy, pharmaceutically acceptable salts thereof with bases. The compounds of formula I are potent leukotriene B 4 antagonists and are therefore useful in the treatment of inflammatory diseases, such as psoriasis, inflammatory bowel disease, asthma, allergy, arthritis, dermatitis, gout, pulmonary disease, ischemia/reperfusion injury, and trauma induced inflammation, such as spinal cord injury. "
INSECT PHEROMONES AND THEIR ANALOGS. XLVII. SYNTHESIS OF 11-OXODODECA-3,6-DIYNOIC ACID - THE ACYCLIC PRECURSOR OF A MACROLIDE COMPONENT OF PHEROMONES OF Oryzaephilus mercator AND O. surinamensis
Odinokov, V. N.,Ishmuratov, G. Yu.,Kharisova, R. Ya.,Vakhidov, R. R.,Botsman, L. P.,Tolstikov, G. A.
, p. 240 - 244 (2007/10/02)
A new approach is proposed to the synthesis of 11-oxododeca-3,6-diynoic acid - the acyclic precursor of a macrolide component of pheromones of Oryzaephilus mercator and O. surinamensis - from the readily available tetrahydropyran or allylacetone via the intermediate 5-bromo-2,2-ethylenedioxypentane.
Dihydro-oxazolyl substituted-phenyl-aliphatic lower alkyl and their use as antiviral agents
-
, (2008/06/13)
Compounds of the formula STR1 wherein the substituents are as defined herein are useful as antiviral agents, in particular against picornaviruses.
