69561-06-4Relevant academic research and scientific papers
One-Pot Synthesis of Spirocyclopenta[ a]indene Derivatives via a Cascade Ring Expansion and Intramolecular Friedel-Crafts-Type Cyclization
Li, Quanzhe,Liu, Jiaxin,Wei, Yin,Shi, Min
supporting information, p. 2438 - 2455 (2020/01/31)
A one-pot efficient synthetic approach for the rapid construction of spirocyclopenta[a]indene derivatives has been developed via an iodine-initiated cascade ring expansion and intramolecular Friedel-Crafts-type cyclization from propargyl alcohol-tethered alkylidenecyclobutanes under mild conditions with broad substrate scope. This cascade process can be elegantly conducted on a gram scale. A plausible reaction mechanism has been proposed on the basis of a series of deuterium labeling and control experiments.
Auto-tandem catalysis: Synthesis of acridines by Pd-catalyzed C=C bond formation and C(sp2)-N cross-coupling
Huang, Zhongxing,Yang, Yang,Xiao, Qing,Zhang, Yan,Wang, Jianbo
supporting information, p. 6586 - 6593 (2013/01/15)
A facile palladium-catalyzed synthesis of acridines has been realized by consecutive C=C double bond formation and C-N cross-coupling. A variety of functionalized acridines can be accessed from easily available o-dihalobenzenes and N-tosylhydrazones in a single operation. This one-pot protocol has a wide scope with respect to both coupling partners, and provides an efficient route to functionalized acridine derivatives, which are generally difficult to synthesize by previously known methods.
A highly effective one-pot synthesis of quinolines from 2-alkynylnitrobenzenes
Okuma, Kentaro,Ozaki, Saori,Seto, Jun-Ichi,Nagahora, Noriyoshi,Shioji, Kosei
experimental part, p. 935 - 942 (2010/09/18)
A highly effective one-pot synthesis of poly-substituted quinolines from 2-alkynylnitrobenzenes using inexpensive reagents has been developed. Reaction of 2-alkynylnitrobenzenes with Sn/HCl in EtOH resulted in the formation of 2-aminophenyl ketones and subsequently condensed in situ with ketones to form tri-substituted quinolines in 80-97% yields.
Reactivity of trihexyl(tetradecyl)phosphonium chloride, a room-temperature phosphonium ionic liquid
Tseng, Ming-Chung,Kan, Huang-Chuan,Chu, Yen-Ho
, p. 9085 - 9089 (2008/09/16)
Trihexyl(tetradecyl)phosphonium chloride 1, a room-temperature ionic liquid, readily undergoes deuterium isotope exchange reaction in deuterated solvents. Under basic conditions, ionic liquid 1 was reactive and 50% deuterium exchanged on all four P-CH2 methylene groups in 9 h at ambient temperature, 30 min at 50 °C, or 12 min at 65 °C. In addition, ionic liquid 1 reacted with sodium salts of substituted benzoates apparently through the direct SN2 carboxylate alkylation to form esters 2 and the resulting esters further converted, via Wittig reaction, to finally afford aryl ketones 4.
