17434-23-0Relevant academic research and scientific papers
One-pot inter- and intramolecular Friedel-Crafts reactions in Baylis-Hillman chemistry: A novel facile synthesis of (E)-2-arylideneindan-1-ones
Basavaiah, Deevi,Reddy, Ravi Mallikarjuna
, p. 3025 - 3027 (2001)
A simple one-pot stereoselective transformation of tert-butyl 3-aryl-3-hydroxy-2-methylenepropanoates, the Baylis-Hillman adducts obtained from t-butyl acrylate, into (E)-2-arylideneindan-1-ones involving one inter- and one intramolecular Friedel-Crafts r
I2/TBHP mediated diastereoselective synthesis of spiroaziridines
Ashitha, Kizhakkan Thiruthi,Vinaya, Puthiya Purayil,Krishna, Ajay,Vincent, Deepthy Cheeran,Jalaja, Renjitha,Varughese, Sunil,Somappa, Sasidhar Balappa
supporting information, p. 1588 - 1593 (2020/03/06)
Eventhough spiroheterocycles are considered as emerging drug candidates, synthesis of spiroaziridines has not been well explored so far. Herein, we disclose an efficient I2/TBHP mediated diastereoselective synthesis of N-alkyl spiroaziridines from primary amines and easily accessible α,β-unsaturated ketones. The reaction is also compatible for the synthesis of 2-aroylaziridines.
Light-enabled, AlCl3-catalyzed regioselective intramolecular nucleophilic addition of non-nucleophilic alkyls to alkynes
Zhang, Yanbin,Jin, Ruiwen,Pan, Guangxing,Guo, Hao
supporting information, p. 11621 - 11624 (2020/10/19)
Light-enabled, AlCl3-catalyzed regioselective intramolecular nucleophilic cyclization of alkynes using non-nucleophilic alkyls as the nucleophile is reported. Upon photoexcitation, o-alkylphenyl alkynyl ketones can be transferred into (E)-photoenols. Thus, a nucleophilic methylene is formed from the non-nucleophilic alkyl. An AlCl3 catalyst can stabilize the (E)-photoenol intermediate and facilitate further intramolecular nucleophilic cyclization. DFT calculations indicated that the AlCl3-catalyzed cyclization is the regioselectivity determining step.
Synthesis and characterization of novel indanone-based spiro-dihydrobenzofuran derivatives
Güdere, Meliha Burcu,Dürü, Ne?e,Budak, Yakup,Ceylan, Mustafa
, p. 1445 - 1457 (2019/11/02)
In this study, the synthesis and characterization of novel indanone-based spiro-dihydrobenzofuran derivatives were examined. Firstly, chalcone-like compounds 4a–k, (E) -2-benzylidene-2,3-dihydro-1 H -inden-1-one derivatives, were synthesized by the base-c
Catalytic enantioselective cascade Michael/cyclization reaction of 3-isothiocyanato oxindoles with exocyclic α,β-unsaturated ketones: En route to 3,2′-pyrrolidinyl bispirooxindoles
Kayal, Satavisha,Mukherjee, Santanu
supporting information, p. 10175 - 10179 (2016/11/17)
Cascade Michael/cyclization reactions between 3-isothiocyanato oxindoles and exocyclic α,β-unsaturated ketones are shown to proceed efficiently in the presence of a quinine-derived tertiary amino-squaramide catalyst and furnish 3,2′-pyrrolidinyl bispirooxindoles containing two spiro-quaternary and three contiguous stereocenters as a single diastereomer with excellent enantioselectivities (up to 99:1 er).
BF3·Et2O mediated one-step synthesis of N-substituted-1,2-dihydropyridines, indenopyridines and 5,6-dihydroisoquinolines
Fathimath Salfeena,Ashitha,Sasidhar
supporting information, p. 10165 - 10169 (2016/11/17)
A simple and efficient one-pot synthesis of N-substituted-1,2-dihydropyridines, indenopyridines and 5,6-dihydroisoquinolines by a BF3·Et2O mediated novel methodology, from easily available α,β-unsaturated ketones/arylidene ketones, phenyl acetylenes and substituted nitriles, has been described. This novel annulation provides quick access to complex polycyclic frameworks with an excellent substrate scope.
(E)-2-Benzylidenebenzocyclanones: Part XIII - (E)/(Z)-Isomerization of some cyclic chalcone analogues. Effect of ring size on lipophilicity of geometric isomers
Perjsi, Pl
, p. 1275 - 1281 (2015/12/31)
Optimized isocratic reverse phase high-performance liquid chromatography (RP-HPLC) method was developed for separation of the respective (E) and (Z) isomers of the cyclic chalcone analogues (E)-2-(4′-X-benzylidene)-1-indanones, -tetralones, and -benzosube
Cinchona alkaloid catalyzed enantioselective fluorination of allyl silanes, silyl enol ethers, and oxindoles
Ishimaru, Takehisa,Shibata, Norio,Horikawa, Takao,Yasuda, Naomi,Nakamura, Shuichi,Toru, Takeshi,Shiro, Motoo
supporting information; experimental part, p. 4157 - 4161 (2009/03/11)
(Chemical Equation Presented) Catalytic variant: Allyl silanes and silyl enol ethers 1 are good substrates for the catalytic highly enantioselective fluorodesilylation using a combination of a biscinchona alkaloid, N-fluorobenzenesulfonimide (NFSI), and base (see scheme). Pharmaceutically attractive 3-aryl-3-fluorooxindoles such as 3 can also be synthesized with high enantioselectivity.
