5409-59-6Relevant academic research and scientific papers
2:1 versus 1:1 Coupling of Alkylacetylenes with Secondary Amines: Selectivity Switching in 8-Quinolinolato Rhodium Catalysis
Morimoto, Yoshihiko,Hamada, Moe,Takano, Shotaro,Mochizuki, Katsufumi,Kochi, Takuya,Kakiuchi, Fumitoshi
supporting information, p. 3803 - 3808 (2021/04/05)
Both 2:1 and 1:1 couplings of alkylacetylenes with secondary amines were achieved using 8-quinolinolato rhodium catalysts and CsF. The 2:1/1:1 selectivity was switched by choosing the reaction solvent. In DMA, an unprecedented 2:1 coupling reaction of alkylacetylenes with amines proceeded to give 2-aminodiene products. One-pot 2:1 coupling/reduction provided rapid access to various allylamines, while one-pot coupling/hydrolysis gave enones as products. In toluene, anti-Markovnikov hydroamination occurred under relatively mild conditions to give 1:1 coupling products.
H2SO4-promoted synthesis of (E)-stilbenes from substituted phenylacetones and substituted benzaldehydes through tandem aldol-Grob reaction
Narender,Papi Reddy,Tiwari, Sriniwas
scheme or table, p. 1572 - 1583 (2011/06/27)
Stilbene derivates (stilbenoids) are present in plants and show a wide range of biological activities and potential therapeutic value. In continuation of our natural product synthesis program, an efficient, simple, and practical method has been developed to regioselectively synthesize (E)-stilbenes using H2SO4 as a catalyst in a short time (30-60 s) at room temperature in good to excellent yields.
Synthesis of (E)-stilbenes and (E,E)-1,4-diphenylbuta-1,3-diene promoted by boron trifluoride-diethyl ether complex
Narender,Papi Reddy,Madhur
scheme or table, p. 3791 - 3796 (2010/03/04)
An efficient, simple, and practical method has been de-veloped to regioselectively synthesize (E)-stilbenes and (E,E)-1,4diphenylbuta-1,3-diene in good to excellent yields in the presence of boron trifluoride-diethyl ether complex as a catalyst in a short reaction (30-60 s) at room temperature. Georg Thieme Verlag Stuttgart.
Enamine synthesis using the Horner-Wittig reaction. Part 2. New acyl anion equivalents derived from (aminomethyl)diphenylphosphine oxides
Broekhof, N. L. J. M.,Elburg, P. van,Hoff, D. J.,Gen, A. van der
, p. 317 - 321 (2007/10/02)
Using the Horner-Wittig reagents (1-morpholino-alkyl)diphenylphosphine oxides (1), aromatic as well as aliphatic α,β-unsaturated aldehydes can be converted into the morpholino enamines of their respective homologous phenyl, ethyl and styryl ketones.These enamines can be easily converted into the corresponding ketones by mild, acid-catalyzed hydrolysis.The usefulness of these phosphine oxides as acyl anion equivalents is further demonstrated by the synthesis of dihydrojasmone and of (Z)-6-henicosen-11-one.
