1094615-22-1Relevant academic research and scientific papers
Pd-Catalyzed cascade cyclization of: O -alkynylanilines via C-H/C-N bond cleavage leading to dibenzo [a, c] carbazoles
Zhang, Sheng,Ma, Hengmin,Ho, Hon Eong,Yamamoto, Yoshinori,Bao, Ming,Jin, Tienan
supporting information, p. 5236 - 5240 (2018/08/03)
A new and efficient Pd-catalyzed cascade cyclization of biaryl-tethered o-alkynylanilines for the formation of dibenzo[a,c]carbazole derivatives has been reported. The use of the alkyl-substituted tertiary anilines together with the combination of the PdCl2 catalyst with the MnO2 oxidant and PivOH is vital for giving rise to 5-endo cyclization, C-N bond cleavage, and C-H bond activation in a cascade manner to produce the corresponding products with structural diversity.
Competition studies in alkyne electrophilic cyclization reactions
Mehta, Saurabh,Waldo, Jesse P.,Larock, Richard C.
supporting information; experimental part, p. 1141 - 1147 (2009/07/11)
The relative reactivity of various functional groups toward alkyne electrophilic cyclization reactions has been studied. The required diarylalkynes have been prepared by consecutive Sonogashira reactions of appropriately substituted aryl halides and competitive cyclizations have been performed using I2, ICl, NBS and PhSeCl as electrophiles. The results indicate that the nucleophilicity of the competing functional groups, polarization of the alkyne triple bond, and the cationic nature of the intermediate are the most important factors in determining the outcome of these reactions.
