758686-14-5Relevant academic research and scientific papers
Synthesis of Carbazoles and Carbazole-Containing Heterocycles via Rhodium-Catalyzed Tandem Carbonylative Benzannulations
Song, Wangze,Li, Xiaoxun,Yang, Ka,Zhao, Xian-Liang,Glazier, Daniel A.,Xi, Bao-Min,Tang, Weiping
, p. 2930 - 2942 (2016/04/26)
Polycyclic aromatic compounds are important constituents of pharmaceuticals and other materials. We have developed a series of Rh-catalyzed tandem carbonylative benzannulations for the synthesis of tri-, tetra-, and pentacyclic heterocycles from different types of aryl propargylic alcohols. These tandem reactions provide efficient access to highly substituted carbazoles, furocarbazoles, pyrrolocarbazoles, thiophenocarbazoles, and indolocarbazoles. While tricyclic heterocycles could be derived from vinyl aryl propargylic alcohols, tetra- and pentacyclic heterocycles were synthesized from diaryl propargylic alcohols. The tandem carbonylative benzannulation is initiated by a π-acidic rhodium(I) catalyst-mediated nucleophilic addition to alkyne to generate a key metal-carbene intermediate, which is then trapped by carbon monoxide to form a ketene species for 6π electrocyclization. Overall, three bonds and two rings are formed in all of these tandem carbonylative benzannulation reactions.
SYNTHESIS OF DIINDOLYLMETHANES AND INDOLO[3,2-B]CARBAZOLES, COMPOUNDS FORMED THEREBY, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
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Paragraph 0086; 0088, (2016/03/05)
Described is a method to make diindolylmethanes and indolyl/pyrrolylmethanes, The method includes the steps of contacting an ether comprising an arylpropargyl moiety and an amine-protected, substituted or unsubstituted aniline moiety with a substituted or
Copper-catalyzed tandem annulation/arylation for the synthesis of diindolylmethanes from propargylic alcohols
Li, Hui,Li, Xiaoxun,Wang, Hao-Yuan,Winston-Mcpherson, Gabrielle N.,Geng, Hao-Miao Julie,Guzei, Ilia A.,Tang, Weiping
, p. 12293 - 12296 (2014/12/12)
Various highly substituted 2,3′-diindolylmethane heterocycles were prepared from propargylic alcohols and indole nucleophiles via a transition metal-catalyzed tandem indole annulation/arylation reaction for the first time. Among the metal catalysts we exa
New synthesis of 3-substituted indoles using lithium trimethylsilyldiazomethane
Miyagi, Takashi,Hari, Yoshiyuki,Aoyama, Toyohiko
, p. 6303 - 6305 (2007/10/03)
Lithium trimethylsilyldiazomethane smoothly reacted with N-tosyl-o-acylanilines to give 3-substituted indoles in good to high yields.
