5564-44-3Relevant academic research and scientific papers
Mechanism of thermal deazetization of 2,3-diazabicyclo[2.2.1]hept-2-ene and its reaction dynamics in supercritical fluids
Reyes, Mayra B.,Carpenter, Barry K.
, p. 10163 - 10176 (2000)
The mechanism of thermal deazetization of 2,3-diazabicyclo[2.2.1]hept-2-ene (DBH) is examined both theoretically and experimentally in this paper. The theoretical work involves CASPT2 ab initio MO calculations using the 6-31G(d) basis set. These calculati
Deoxygenative Borylation of Secondary and Tertiary Alcohols
Friese, Florian W.,Studer, Armido
supporting information, p. 9561 - 9564 (2019/06/21)
Two different approaches for the deoxygenative radical borylation of secondary and tertiary alcohols are presented. These transformations either proceed through a metal-free silyl-radical-mediated pathway or utilize visible-light photoredox catalysis. Readily available xanthates or methyl oxalates are used as radical precursors. The reactions show broad substrate scope and high functional-group tolerance, and are conducted under mild and practical conditions.
Expanding the scope of methyl xanthate esters - From Barton-McCombie reaction auxiliary to versatile protective group
Thorsheim, Karin,Manner, Sophie,Ellervik, Ulf
supporting information, p. 6329 - 6333 (2017/09/29)
The methyl xanthate ester is presented as a versatile protective group for alcohols. Hydroxyl groups can easily be transformed into methyl xanthate esters by several methods and are commonly used as an auxiliary in the Barton-McCombie reaction. We show that these methyl xanthate esters can readily and chemoselectively be cleaved under mild conditions by the action of diethylenetriamine using microwave heating. This method is orthogonal to many common hydroxyl protective groups that can be introduced and cleaved in the presence of methyl xanthate ester.
Asymmetric three-component domino reaction: An original access to chiral nonracemic 1,3-thiazin-2-ones
Peudru, Flavie,Le Cavelier, Fabien,Lohier, Jean-Francois,Gulea, Mihaela,Reboul, Vincent
supporting information, p. 5710 - 5713 (2013/12/04)
A new asymmetric three-component domino process, based on a diastereoselective hetero-Diels-Alder reaction, involving an aldehyde, an alkene, and a chiral thiocarbamate was developed. The chiral auxiliary is directly removed during this process, leading to enantioenriched 2H-1,3-thiazin-2-ones with up to 96% ee.
Mild and efficient synthesis of thiocarbonates and thiocarbamates via a three-component coupling utilizing Cs2CO3 and TBAI
Salvatore, Ralph N.,Sahab, Suma,Jung, Kyung Woon
, p. 2055 - 2058 (2007/10/03)
The presence of cesium carbonate and tetrabutylammonium iodide (TBAI) facilitated efficient thiocarbonylation of alcohols, and thiocarbamation of amines, using carbon disulfide with alkyl halides. This protocol was mild, chemoselective, and efficient, compared to the existing methods.
A convenient synthesis of trifluoromethyl ethers by oxidative desulfurization-fluorination of dithiocarbonates
Kanie, Kiyoshi,Tanaka, Yoichiro,Suzuki, Kazundo,Kuroboshi, Manabu,Hiyama, Tamejiro
, p. 471 - 484 (2007/10/03)
Trifluoromethyl ethers R-OCF3 are easily synthesized from the corresponding dithiocarbonates R-OCS2Me (R = aryl or primary alkyl) by a reagent system consisting of 70% HF/pyridine and an N-halo imide. When the reaction is applied to R-OCS2Me wherein R = secondary alkyl, tertiary alkyl, or benzylic group, fluorination leading to the corresponding alkyl fluorides R-F is achieved, whereas a combination of 50% HF/pyridine and N- bromosuccinimide affords the corresponding trifluoromethyl ethers R-OCF3 (R = secondary).
