82584-14-3Relevant academic research and scientific papers
Structurally diverse α-substituted benzopyran synthesis through a practical metal-free C(sp3)-H functionalization
Chen, Wenfang,Xie, Zhiyu,Zheng, Hongbo,Lou, Hongxiang,Liu, Lei
supporting information, p. 5988 - 5991 (2015/01/08)
A trityl ion-mediated practical C-H functionalization of a variety of benzopyrans with a wide range of nucleophiles (organoboranes and C-H molecules) at ambient temperature has been disclosed. The metal-free reaction has an excellent functional group tole
Decarboxylative alkylation of β-keto Acids with isochromans under oxidative conditions
Chen, Yan,Tian, Shi-Kai
supporting information, p. 37 - 39 (2013/08/24)
An unprecedented decarboxylative alkylation reaction of β-keto acids with isochromans has been developed under oxidative conditions. A range of β-keto acids smoothly undergo decarboxylative alkylation with isochromans in the presence of 2,2,6,6-tetramethylpiperdine-1-oxoammonium hexafluorophosphate to give structurally diverse 1-acylmethylisochromans in moderate to excellent yields with extremely high regioselectivity. A range of β-keto acids smoothly undergo decarboxylative alkylation with isochromans in the presence of 2,2,6,6-tetramethylpiperdine-1-oxoammonium hexafluorophosphate to give structurally diverse 1-acylmethylisochromans in moderate to excellent yields. Copyright
Catalyzed selective direct α- And γ-alkylation of aldehydes with cyclic benzyl ethers by using T+BF4- in the presence of an inexpensive organic acid or anhydride
Richter, Heinrich,Rohlmann, Renate,Garcia Mancheno, Olga
supporting information; experimental part, p. 11622 - 11627 (2011/11/06)
The cross dehydrogenative coupling (CDC) of cyclic benzyl ethers with aliphatic and α,β-unsaturated aldehydes has been developed. The mild reaction conditions, in which an N-oxoammonium salt derived from TEMPO (2,2,6,6-tetramethyl-1-piperidinoxyl) is employed as the oxidant in combination with a Cu catalyst, allow the use of relatively redox-unstable aldehydes under oxidative CDC conditions. The addition of a catalytic amount of trifluoroacetic acid (TFA) or Ac2O facilitates the reaction and increases the efficiency and selectivity. In contrast to the expected α-alkylation obtained with aliphatic aldehydes, α,β-unsaturated aldehydes led preferentially to the more challenging γ-alkylated products. The utility of the developed methodology was demonstrated by the synthesis of isochromane-derived bioactive compounds, such as the dopamine antagonist sonepiprazole.
Heterocyclic compounds for the treatment of CNS and cardiovascular disorders
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, (2008/06/13)
Novel aromatic bicyclic amines of formula (I) STR1 are useful in treating central nervous system disorders and cardiac arrhythmias and cardiac fibrillation.
Lewis Acid-mediated α-Alkoxyalkylation of Carbonyl Compounds Using α-Halo and α-Acetoxy Ethers. - Synthesis of C-Glycosides
Reetz, Manfred T.,Mueller-Starke, H.
, p. 1726 - 1738 (2007/10/02)
α-Chloro and α-acetoxy ethers such as 2a-b or 4a-b react with silyl enol ethers, O-silylketene acetals, and bis-silylated acyloins in the presence of ZnX2 to form α-alkoxylalkylated carbonyl compounds.The ambident alkylating agent 36 reacts regioselectively at the oxygen-substituted C-atom to afford products such as 39, 41, and 43.The method is mild, regiospecific with respect to isomeric silyl enol ethers and does not afford undesired polyalkylated products.It can be applied in the synthesis of C-glycosides such as 52, 54, and 55.
