66894-04-0Relevant articles and documents
A convenient halogenation of α,β-unsaturated carbonyl compounds with OXONE and hydrohalic acid (HBr,HCl)
Kim, Kyoung-Mahn,Park, In-Hwan
, p. 2641 - 2644 (2007/10/03)
Mixtures of OXONE and hydrobromic acid or hydrochloric acid afford solutions of bromine or chlorine, respectively, α-Bromo- or α-chloro-α,β-unsaturated carbonyl compounds were prepared by addition of hydrobromic acid or hydrochloric acid to the mixture of
Process development of a novel non-xanthine adenosine A1 receptor antagonist
Zanka, Atsuhiko,Uematsu, Ryoichi,Morinaga, Yasuhiro,Yasuda, Hironobu,Yamazaki, Hiroshi
, p. 389 - 393 (2013/09/08)
(+)-(R)-1-[(E)-3-(2-phenylpyrazolo[l,5-a]pyridin-3-yl)acryloyl]-2- piperidine ethanol (FK453) is a novel, potent adenosine AI receptor antagonist for the regulation of renal function. The development of a reliable process suitable for large scale manufacture is described. A Horner-Emmons reaction and a 1,3-dipolar cycloaddition were successfully scaled up to afford ethyl (E)-3-(2-phenylpyrazolo[l,5-a]pyridin-3-yl)acryloylate, with excellent regioselectivity and stereoselectivity. Process improvements and optimization of each step permitted elimination of column chromatography, resulting in a straightforward, practical synthesis of FK453.
Selective regeneration of carbonyl compounds from oximes with N-bromosuccinimide under neutral and mild conditions
Bandgar, Babasaheb P.,Kale, Ramesh R.,Kunde, Lalita B.
, p. 1057 - 1060 (2007/10/03)
N-Bromosuccinimide has been found to be an efficient and selective reagent for the mild oxidative cleavage of oximes to yield their corresponding carbonyl compounds in good to excellent yields.
Oxidation of α,β-enones and alkenes with oxone and sodium halides: A convenient laboratory preparation of chlorine and bromine
Dieter, R. Karl,Nice, Lois E.,Velu, Sadanandan E.
, p. 2377 - 2380 (2007/10/03)
Mixtures of oxone and sodium chloride or sodium bromide afford solutions of chlorine or bromine, respectively. These solutions effectively add chlorine and bromine to α,β-enones and alkenes. The method affords improved yields of 3-alkyl-2-halo-2-cycloalkenones which are sometimes difficult to prepare.
α-Keto Dianion Precursors via Conjugate Additions to Cyclic α-Bromo Enones
Kowalski, Conrad J.,Weber, Ann E.,Fields, Kevin W.
, p. 5088 - 5093 (2007/10/02)
Successful conjugate to 2-bromocyclohexenone and 2-bromocyclopentenone have been achieved with a variety of lithium homocuprates, mixed cyanocuprates, and lithium tri-sec-butylborohydride as well.In all cases the resulting α-bromo enolate anions could be