871795-40-3Relevant academic research and scientific papers
Sequential [3+2] cycloaddition/air oxidation reactions: Triazoloyl ion assisted oxidative cleavage of alkynes
Ponpandian, Thanasekaran,Muthusubramanian, Shanmugam,Rajagopal, Sridharan
, p. 3974 - 3977 (2013)
Upon treatment with sodium azide in DMF, bisalkynes undergo chemoselective [3+2] cycloaddition followed by oxidative cleavage of the other alkyne unit by atmospheric oxygen. The neighboring triazoloyl ion is found to assist the cleavage process ultimately to deliver an acid and an aldehyde. Cycloaddition of azide with a bisalkyne chemoselectively forms a triazole, which subsequently undergoes oxidative cleavage by atmospheric oxygen to yield a carboxylic acid and an aldehyde. The mechanism for this reaction is investigated in depth. Copyright
Br?nsted/Lewis Acid-Promoted Site-Selective Intramolecular Cycloisomerizations of Aryl-Fused 1,6-Diyn-3-ones for Diversity-Oriented Synthesis of Benzo-Fused Fluorenes and Fluorenones and Naphthyl Ketones
Mandal, Mou,Sakthivel, Shanmugam,Balamurugan, Rengarajan
, p. 333 - 351 (2020/12/22)
Herein, a facile diversity-oriented approach to access functionalized benzo[a]fluorenes, benzo[b]fluorenones, and naphthyl ketones has been demonstrated via site-selective intramolecular cyclization of aryl-fused 1,6-diyn-3-ones. Synthesis of benzo[a]fluorenes and naphthyl ketones has been achieved selectively using TfOH and AgBF4, respectively, via in situ-formed acetals. Aryl-fused 1,6-diyn-3-ones undergo triflic acid-mediated intramolecular cyclization, leading to benzo[b]fluorenone derivatives via a radical intermediate as supported by EPR studies. Kinetic studies of these transformations have also been performed by UV-visible spectroscopic analysis to shed light on the reaction profile.
Silver(I)-catalyzed novel cascade cyclization reactions: Incorporation of allenes into the isochromenes
Patil, Nitin T.,Pahadi, Nirmal K.,Yamamoto, Yoshinori
, p. 10096 - 10098 (2007/10/03)
The silver(I)-catalyzed reaction of alkynones with alcohols represents a general tool for the synthesis of 1-allenyl isochromenes. The reaction most probably proceeds via the formation of benzopyrylium cation, which subsequently undergoes nucleophilic attack of an alcohol to give the annulation products.
