137709-27-4Relevant academic research and scientific papers
p-Toluenesulfonic acid-promoted selective functionalization of unsymmetrical arylalkynes: a regioselective access to various arylketones and heterocycles
Jacubert, Maud,Provot, Olivier,Peyrat, Jean-Fran?ois,Hamze, Abdallah,Brion, Jean-Daniel,Alami, Mouad
experimental part, p. 3775 - 3787 (2010/07/04)
Regioselective hydration of a wide range of internal alkynes has been afforded in high to good yields by using PTSA in EtOH. The scope of the reaction of alkynes has been delineated. Arylaliphatic alkynes and diarylalkynes were regioselectively hydrated in good to excellent yields and short reaction times when the reaction was achieved under microwave irradiation. Moreover, diarylalkynes, arylenynes as well as diaryldiynes bearing a methoxy- or a thiomethyl substituent on the ortho position underwent a regioselective 5-endo-dig-cyclization to give a variety of 2-aryl- and 2-styrylbenzofuran or benzothiphene derivatives. We believe that, this new environmentally metal-free procedure combined to microwave irradiation would be in importance in the search of green laboratory-scale synthesis.
Highly efficient p-toluenesulfonic acid-catalyzed alcohol addition or hydration of unsymmetrical arylalkynes
Olivi, Nathana?l,Thomas, Emmanuel,Peyrat, Jean-Fran?ois,Alami, Mouad,Brion, Jean-Daniel
, p. 2175 - 2179 (2007/10/03)
Under a catalytic amount of PTSA in aqueous or alcoholic media, activated unsymmetrical arylalkynes 1 undergo regioselective water or alcohol addition to afford successfully carbonyl compounds 2 in good to excellent yields. This new environmentally metal-free procedure, which afforded only Markovnikov adducts, is characterized by the mildness of acidic conditions and the excellent regio- and chemoselectivity.
A novel oxidative intramolecular [4+2]cycloaddition of silylene-protected dihydroxystyrene derivatives leading to peri-hydroxy polyclic aromatic compounds: A synthesis of the ABCD ring system of fredericamycin A
Kita,Okunaka,Honda,Kondo,Tamura,Tamura
, p. 2106 - 2114 (2007/10/02)
Heating of the silylene protected dihydroxystyrene generated from the o-hydroxyacetophenone (3a) at 130-150°C for 15-48 h in a sealed tube gave intramolecular [4+2]cycloaddition products (5 and 6). The addition of chloranil to the reaction mixture brought
A NOVEL INTRAMOLECULAR CYCLOADDITION OF SILYENE PROTECTING DIHYDROXYSTYRENE DERIVATIVES: A VERSATILE SYNTHESIS OF LINEARLY CONDENSED PERI-HYDROXY AROMATIC COMPOUNDS
Kita, Yasuyuki,Okunaka, Ryuichi,Honda, Takao,Shindo, Miki,Tamura, Osamu
, p. 3995 - 3998 (2007/10/02)
The firts example of an intramolecular cycloaddition of the silylene protecting dihydroxystyrene derivatives leading to linearly condensed peri-hydroxy aromatic compounds (6a-c) is desribed.
