165280-23-9Relevant academic research and scientific papers
Nickel-catalyzed cyclization of 1,7-enynes for the selective synthesis of dihydrocyclobuta[c]quinolin-3-ones and benzo[b]azocin-2-ones
Cai, Yun,Chen, Fener,Hu, Yuanyuan,Jin, Hongwei,Li, Qiao,Liu, Yunkui,Zhou, Bingwei
supporting information, p. 11657 - 11660 (2021/11/12)
We herein described a nickel-catalyzed cyclization ofN-(o-ethynylaryl)acrylamides for the selective synthesis of dihydrocyclobuta[c]quinolin-3-ones and benzo[b]azocin-2-ones. The two varied products could be easily obtained by tuning the reaction temperature. This reaction features easy temperature-control, high efficiency, and gram-scale synthesis.
Expedient Access to Unsymmetrical Diarylindolylmethanes through Palladium-Catalyzed Domino Electrophilic Cyclization-Extended Conjugate Addition Approach
Reddy, Virsinha,Vijaya Anand, Ramasamy
supporting information, p. 3390 - 3393 (2015/07/28)
A palladium-catalyzed domino process to access unsymmetrical diarylindolylmethanes has been developed through the annulation of o-alkynylanilines followed by 1,6-conjugate addition with p-quinone methides (p-QMs) under relatively mild conditions. The broad substrate scope of this methodology was demonstrated through the use of a wide range of substituted o-alkynylanilines and p-quinone methides, and in most cases, the unsymmetrical diarylindolylmethanes could be prepared in moderate to excellent yields. Notably, this method does not require any amino group protection. Moreover, 100% atom economy makes this transformation attractive from a green chemistry perspective.
Impregnated copper or palladium-copper on magnetite as catalysts for the domino and stepwise Sonogashira-cyclization processes: A straightforward synthesis of benzo[b]furans and indoles
Cano, Rafael,Yus, Miguel,Ramón, Diego J.
experimental part, p. 1393 - 1400 (2012/02/15)
An impregnated copper on magnetite catalyst is a versatile system for different domino Sonogashira-cyclization processes between 2-iodophenol and different alkynes to give the corresponding substituted benzo[b]furans. The catalyst could be recovered ten times without losing its activity. The related process using 2-iodoaniline was, however, better catalyzed by mixed palladium-copper on magnetite giving exclusively, in this case, the products arising from the Sonogashira coupling. The cyclization to the corresponding substituted indoles could be easily and quantitatively performed by zinc bromide treatment. This catalyst avoids the use of any type of expensive and difficult to handle organic ligand, showing excellent yields, under mild reaction conditions. The catalyst is very easy to remove from the reaction medium, just by using a simple magnet.
Cinnolines and Pyrazolopyridazines. - Novel Synthetic and Mechanistic Aspects of the Richter Reaction
Vasilevsky, Sergei F.,Tretyakov, Eugene V.
, p. 775 - 780 (2007/10/02)
The thermal cyclization of 2-alkynylbenzenediazonium salts 2 known as the Richter reaction and leading, as described in the literature, only to 4-hydroxycinnolines 6 has been studied.A new probable route to these compounds involving intermediate formation
