93440-31-4Relevant academic research and scientific papers
Novel multicomponent synthesis of 6,7-dihydro-5H-cyclopenta[b]pyridine derivatives
Dorovatovskii, Pavel V.,Dyachenko, Ivan V.,Dyachenko, Vladimir D.,Khrustalev, Victor N.,Nenajdenko, Valentine G.
, p. 1592 - 1598 (2021/01/11)
[Figure not available: see fulltext.] The multicomponent condensation of malononitrile, hydrogen sulfide, aldehydes, 1-(cyclopent-1-en-1-yl)pyrrolidine, and alkylating agents leads to the formation of 6,7-dihydro-5H-cyclopenta[b]pyridine derivatives. The structure of a number of heterocycles obtained on their basis was studied by X-ray structural analysis.
Design and synthesis of pyrido[2,1- b ][1,3,5]thiadiazine library via uncatalyzed mannich-type reaction
Dotsenko, Victor V.,Frolov, Konstantin A.,Pekhtereva, Tatyana M.,Papaianina, Olena S.,Suykov, Sergey Yu.,Krivokolysko, Sergey G.
, p. 543 - 550 (2014/12/10)
This Research Article describes the synthesis of an over 700-member library of (8R/8S)-3-R-8-aryl-6-oxo-3,4,7,8-tetrahydro-2H,6H-pyrido[2,1-b][1,3,5]thiadiazin-9-carbonitriles by uncatalyzed Mannich-type reaction of N-methylmorpholinium (4R/4S)-4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridin-2-thiolates with a set of primary amines and excessive HCHO. The scope and limitations of the reaction were studied. Starting thiolates were obtained in yields of 53-82% by multicomponent reaction of aromatic aldehydes, cyanothioacetamide, 2,2-dimethyl-1,3-dioxane-4,6-dione (Meldrum's acid), and N-methylmorpholine, followed by heterocyclization of the resulting Michael adducts.
Organophosphorus chemistry, 291. The action of 2,4-bis-(4-methoxyphenyl)-1,3,2,4-dithiaphosphetane-2,4-disulfide (Lawesson's reagent) on α, ss-unsaturated nitriles
Khidre, Maha D.,Yakout, El-Sayed M.A.,Refat, Mohamed,Mahran
, p. 119 - 125 (2007/10/03)
The reaction of 2,4-bis-(4-methoxyphenyl)-1,3,2,4-dithiaphosphetane-2,4-disulfide (Lawesson's reagent. LR, 1) with ylidenemalononitriles (5a-f) was studied. Partial hydrolysis of 5a-f followed by thiation with LR yields the respective thioamides 7a-f. Nuc
Condensation of α-cyanothioacetamide with aldehydes catalyzed by Envirocat EPZG
Bandgar,Zirange,Wadgaonkar
, p. 1153 - 1156 (2007/10/03)
Condensation of α-cyanothioacetamide with aldehydes has been carried out in excellent yield under mild conditions by using Envirocat EPZG as a heterogenous reusable catalyst.
Substituent Effects on a Reversible Cycloaddition Reaction
Brunskill, John S. A.,De, Asish,Ewing, David F.
, p. 4 - 7 (2007/10/02)
The effect of substituents in the aryl group on the reversible dimerisation of 3-aryl-2-cyanothioacrylamides (a δ+4δ> cycloaddition) has been determined from measurement of the equilibrium constants by 1H n.m.r. spectroscopy.For a series of seven such compounds the free-energy change and enthalpy change show opposite linear correlation with the substituent Hammett ? values and these trends are rationalised in terms of the substituent perturbation to the frontier orbitals.The parameters ΔH0 and ΔS0 show a reverse correlation with ΔG0 and a direct correlation with each other.The isokinetic temperature has been evaluated.
