37945-46-3Relevant academic research and scientific papers
Intramolecular dearomatizing [3 + 2] annulation of α-imino carbenoids with aryl rings furnishing 3,4-fused indole skeletons
Miura, Tomoya,Funakoshi, Yuuta,Murakami, Masahiro
, p. 2272 - 2275 (2014)
The rhodium-catalyzed dearomatizing [3 + 2] annulation reaction of 4-(3-arylpropyl)-1,2,3-triazoles is described. It provides a straightforward synthetic pathway from simple 5-aryl-1-alkynes leading to tricyclic 3,4-fused dihydroindoles via the correspond
Chemistry of indoles carrying a basic function. Part IX. Unexpected cyclizations of diketones derived from Uhle's ketone
Moldvai, Istvan,Gacs-Baitz, Eszter,Temesvari-Major, Eszter,Incze, Maria,Poppe, Laszlo,Szantay, Csaba
, p. 153 - 175 (2007/10/03)
Starting from a tricyclic diketone (14) obtained by Bowman's method, a tetracyclic oxonaphthalene derivative (17) has been prepared through intramolecular aldol condensation followed by indole → naphthalene isomerization. An unexpected formation of a lact
Preparation and Reactions of 4-(Trimethylsilyl)indole
Barrett, Anthony G. M.,Dauzonne, Daniel,O'Neil, Ian A.,Renaud, Alain
, p. 4409 - 4415 (2007/10/02)
Indole or 1-(trimethylsilyl)indole was reacted sequentially with lithium-chlorotrimethylsilane and with 1,4-benzoquinone to produce 1,4-bis(trimethylsilyl)indole (50 percent and 55 percent, respectively).Methanolysis gave 4-(trimethylsilyl)indole which reacted with electrophiles at C-3.However, the derivative 1-acetyl-4-(trimethylsilyl)indole reacted with acetyl, 2-chloropropanoyl, or propenoyl chlorides via clean C-4 ipso substitution.Attemps to extend the reaction to a useful synthesis of derivatives of 5-oxo-1,3,4,5-tetrahydrobenzindole, a lysergic acid synthon, were prevented by low yields.
