91355-50-9Relevant academic research and scientific papers
New growth regulators of corn based on N-mono- and N,N-bis-3-butenyldichloroacetamides
Bubnov, Yu. N.,Spiridonov, Yu. Ya.,Kuznetsov, N. Yu.
, p. 345 - 358 (2018/05/22)
Allylboration of imines, nitriles (including hydrocyanic acid), amides, lactams, aromatic azaheterocycles (pyridines, isoquinoline, and pyrrole) was used to synthesize a series of mono- and bis-3-butenylamines with different structures, which were converted to dichloroacetamides, new analogs of a known safener (herbicide antidote) Dichlormid successfully used in the cultivation of corn throughout the world. Biological tests for the germination of corn seeds showed that most of the dichloroacetamides obtained have growth-stimulating activity, which is mainly directed on the development of the root system. Compounds 2f, trans- and cis-2n, cis-2s, and 2t demonstrated outstanding activity, exceeding from two to three times the stimulating effect of Dichlormid on the developing root system of maize seedlings.
Construction of mononitrogen heterocycles with a combined system of 1-azaspiro[4.n]alkene and 3-benzazocine fragments through the intramolecular eight-membered Heck cyclization
Kuznetsov,Khrustalev,Bubnov
scheme or table, p. 1393 - 1399 (2011/04/16)
Amides, obtained from 1-azaspiro[4.n]alkenes (n = 3, 4, 5) and 2-(6-bromo-1,3-benzo-dioxol-5-yl)acetyl chloride, upon heating with a Herrmann-Beller palladium catalyst undergo intramolecular cyclization by the Heck reaction to form pentacyclic compounds (up to 94% yield) including an 1-azaspiro[4.n]alkene (n = 4, 5) fragment and a new eight-membered 3-benzazocine ring. The structure of the thus obtained pentacycles with the 1-azaspiro[4.4]non-7-ene fragment is isomeric to the structure of the main core of alkaloid cephalotaxine. In the case of 1-azaspiro[4.5]dec-2-ene derivative, the reaction is accompanied by the reduction of bromo amide, with the yield of the cyclization product being 34%. The starting 1-azaspiro-[4.n]alkenes (n = 3, 4, 5) were synthesized by the reductive diallylboration of 3-chloropropion- itrile or the corresponding lactams (piperidin-2-one, (2S)-2-hydroxymethyl-and 5,5-di-methylpyrrolidin-2-one) with subsequent intramolecular metathesis upon the action of Grubbs catalyst.
Direct construction of quaternary carbon center utilizing an allylsamarium bromide reagent
Li, Zhifang,Zhang, Yongmin
, p. 5301 - 5306 (2007/10/03)
Direct geminal diallylation of lactones, lactams and acyclic amides containing a N-H bond has been achieved in the presence of allylsamarium bromide. By applying this method, quaternary carbons have been constructed, and 2,2-diallylated cyclic ethers, 2,2-diallylated nitrogen heterocycles and diallylated amides were synthesized in moderate to good yields under mild conditions.
Direct construction of a quaternary carbon center utilizing an organosamarium reagent
Li, Zhifang,Zhang, Yongmin
, p. 8507 - 8510 (2007/10/03)
Direct geminal diallylation of lactams and acyclic amides containing an N-H bond has been achieved in the presence of allylsamarium bromide. By applying this method, quaternary carbons have been constructed, and 2,2-diallylated nitrogen heterocycles and d
A convenient synthesis of 2,2-diallylated nitrogen heterocycles by allylboration of lactams
Bubnov, Yuri N.,Pastukhov, Fedor V.,Yampolsky, Ilia V.,Ignatenko, Anatoli V.
, p. 1503 - 1505 (2007/10/03)
Lactams containing an N-H bond are smoothly transformed into 2,2- diallylated nitrogen heterocycles on heating with allylic boranes in THF followed by deboronation.
