173095-56-2Relevant academic research and scientific papers
Electrosynthesis of substituted 1H-indoles from o-nitrostyrenes
Du, Peng,Brosmer, Jonathan L.,Peters, Dennis G.
, p. 4072 - 4075 (2011)
A novel procedure has been devised for the synthesis of derivatives of 1H-indole that is based on the direct, room-temperature electrochemical reduction of substituted o-nitrostyrenes at carbon cathodes in N,N-dimethylformamide containing tetramethylammonium tetrafluoroborate as supporting electrolyte and in the presence of a 10-fold molar excess of a proton donor (phenol or methyl 3-oxobutanoate).
A highly active catalyst for the reductive cyclization of ortho-nitrostyrenes under mild conditions
Davies, Ian W.,Smitrovich, Jacqueline H.,Sidler, Rick,Qu, Chuanxing,Gresham, Venita,Bazaral, Charles
, p. 6425 - 6437 (2007/10/03)
A mild and efficient method for the palladium-catalyzed reductive cyclization of ortho-nitrostyrenes to afford indoles is reported. Treatment of ortho-nitrostyrenes with 0.1 mol% palladium (II) trifluoroacetate [Pd(TFA) 2] and 0.7 mol% 3,4,7,8-tetramethyl-1,10-phenanthroline (tm-phen) in DMF at 15 psig CO and 80°C afforded indoles in good to excellent yields. When the reaction was conducted in toluene, the corresponding N-hydroxyindole was isolated. A mechanism that accounts for the formation of N-hydroxyindole is proposed.
The synthesis of benzylphosphine oxidesvia vicarious nucleophilic substitution and alkenes via VNS-Horner-Wittig reactions
Lawrence, Nicholas J.,Liddle, John,Jackson, David
, p. 2260 - 2267 (2007/10/03)
A range of substituted nitrobenzenes react with the anion of (chloromethyl)diphenylphosphinoyl oxide to give the substituted nitrobenzyldiphenylphosphine oxide by vicarious nucleophilic substitution. The novel stereoselective synthesis of E-stilbenes via a one-pot vicarious nucleophilic substitution-Horner-Wittig reaction is described.
The Synthesis of Benzylphosphine Oxides via Aromatic Vicarious Nucleophilic Substitution of Hydrogen
Lawrence, Nicholas J.,Liddle, John,Jackson, David A.
, p. 8477 - 8480 (2007/10/02)
A range of substituted nitrobenzenes react with the anion of chloromethyldiphenylphosphinoyl oxide to give the substituted nitrobenzyldiphenylphosphine oxide by vicarious nucleophilic substitution.The novel stereoselective synthesis of E-stilbenes via a one-pot vicarious nucleophilic substitution/Horner-Wittig reaction is described.
