6338-78-9Relevant academic research and scientific papers
Synthesis of: N -methylated amines from acyl azides using methanol
Chakrabarti, Kaushik,Dutta, Kuheli,Kundu, Sabuj
, p. 5891 - 5896 (2020/08/21)
The transformation of acyl azide derivatives into N-methylamines was developed using methanol as the C1 source via the one-pot Curtius rearrangement and borrowing hydrogen methodology. Following this protocol, various functionalised N-methylated amines were synthesized using the (NNN)Ru(ii) complex from carboxylic acids via an acyl azide intermediate. Several kinetic studies and DFT calculations were carried out to support the mechanism and also to determine the role of the Ru(ii) complex and base in this transformation.
Reactivity of Dithiazinanes towards BH3, BD3 and BF3. New Heterocycles: 5,5-Dimethyl-1,3-dithia-5-azonia-4-boratacyclohexane and 6,6-Dideuterio-5-methyl-5-methyl-1,3-dithia-5-azonia-4-boratacyclohexane. A Method for the Dimethylation and Monodeuteriomethylation of Primary Amines
Flores-Parra, Angelina,Cadenas-Pliego, Gregorio,Martinez-Aguilera, Luz Maria R.,Garcia-Nares, M. Lourdes,Contreras, Rosalinda
, p. 863 - 868 (2007/10/02)
5-Methyl- and 5-tert-butyl-1,3,5-dithiazinane (1 and 7) react with BH3*THF, BD3*THF, and Et2O*BF3 to yield the N-coordinated adducts 2-4 (with BH3, BD3, and BF3, respectively).The conformations and spectroscopic properties of the adducts are discussed.The reactions of 1 and 7 with BY3*THF lead to the six-membered boron heterocycles 5,5-dimethyl-1,3-dithia-5-azonia-4-boratacyclohexane (5), 4,4-dideuterio-5-methyl-5-methyl-1,3-dithia-5-azonia-4-boratacyclohexane (6), and 5-tert-butyl-5-methyl-1,3-dithia-5-azonia-4-boratacyclohexane (8).Compounds 2 and 5 are isolobal isomers.The reaction of BH3 or BD3 with 7 affords, after heating, tert-butyldimethylamine-borane (9) and tert-butyldi(methyl)amine-trideuterioborane (11), respectively.The dithiazinane derivatives may be used in organic synthesis for the dimethylation of primary amines and the preparation of alkyldimethylamines with monodeuterated methyl groups. Key Words: Dithiazinanes / Dithiazoniaboratacyclohexane / Amines: dimethylation and monodeuteriomethylation
