13160-93-5Relevant academic research and scientific papers
Application of primary halogenated hydrocarbons for the synthesis of 3-Aryl and 3-Alkyl indolizines
Liu, Yan,Hu, Huayou,Zhou, Junyu,Wang, Wenhui,He, Youliang,Wang, Chao
, p. 5016 - 5024 (2017/07/10)
Indolizine is an important heterocyclic compound with several interesting properties that make it suitable for numerous applications in many fields, such as biology, medicine and materials. However, the synthesis of 3-Alkyl indolizines from bulky primary halogenated alkanes has not yet been reported. Herein, a transition-metal-free synthetic route to 3-Aryl and 3-Alkyl indolizines from electron-deficient alkenes, pyridines and primary halogenated hydrocarbons has been reported for the first time using a tandem reaction. The key step of this method is the oxidative dehydrogenative aromatization of a tetrahydroindolizine intermediate with 2,2,6,6-Tetramethylpiperidine-N-oxyl (TEMPO) as the oxidant. The advantages of this protocol are its use of easily available and low-cost starting materials, the transition-metal-free conditions and its ready scalability.
Synthesis of novel tetrahydrobenzazepine derivatives and their cytoprotective effect on human lymphocytes
Simic, Milena R.,Stankovic, Miroslava,Mandic, Boris M.,Tesevic, Vele V.,Savic, Vladimir M.
, p. 100 - 112 (2015/02/19)
Cytoprotective compounds such as amifostine play an important role in chemo- and radiotherapy due to their ability to reduce the side effects of these treatments. Our work was initiated with the intention to design, synthesise and test a new class of hete
A one-pot domino reaction for the synthesis of 3-arylindolizines from pyridines, benzyl halides, and dihalide-substituted electron-deficient alkenes
Hu, Huayou,Shi, Kunbo,Hou, Rongrong,Zhang, Zaichao,Zhu, Yulan,Zhou, Jianfeng
experimental part, p. 4007 - 4014 (2011/02/22)
3-Arylindolizines were prepared by one-pot domino reactions from benzyl halides with pyridine (or isoquinoline) and cyclic or acyclic dihalide-substituted electron-deficient alkenes in the presence of potassium carbonate via in situ generated N-ylide intermediate. Both electron-donating and electron-withdrawing groups are tolerated in the aryl ring of benzyl halides. The yields range from moderate to high. Georg Thieme Verlag Stuttgart - New York.
Orientation and alkylation effects on cation-π interactions in aqueous solution
Rashkin, Mark J.,Hughes, Robert M.,Calloway, Nathaniel T.,Waters, Marcey L.
, p. 13320 - 13325 (2007/10/03)
We have investigated the orientation dependence of the cation-π interaction between a phenyl ring and a pyridinium ring in the context of a flexible model system in water. Of the four possible positions of the pyridinium nitrogen, ipso, ortho, meta, and para, we found a variation in the interaction energy of about 0.75 kcal mol-1, with the stacking of the ipso-pyridinium ring providing the strongest interaction. The observed stability is attributed to the maximization of the electrostatic interaction, minimization of rotamers, and possible differences in hydration phenomena arising from alkylation.
Intramolecular Photocyclization of N-pyridinium and N-(Arylmethyl)-2-halopyridinium Salts
Park, Y.-T.,Joo, C.-H.,Choi, C.-D.,Park, K.-S.
, p. 1083 - 1089 (2007/10/02)
Various N-pyridinium, N-(arylmethyl)-2-halopyridinium and N-(2-halobenzyl)isoquinolinium salts have been synthesized and their intramolecular photocyclization reactions studied.Upon irradiation the aqueous solution of N-(2-haloaryl)me
