35849-11-7Relevant academic research and scientific papers
A Combined Experimental–Theoretical Study on Diels-Alder Reaction with Bio-Based Furfural: Towards Renewable Aromatics
van Scodeller,De Oliveira Vigier, Karine,Muller, Eric,Ma, Changru,Guégan, Frédéric,Wischert, Raphael,Jér?me, Fran?ois
, p. 313 - 323 (2020/10/19)
The synthesis of relevant renewable aromatics from bio-based furfural derivatives and cheap alkenes is carried out by using a Diels-Alder/aromatization sequence. The prediction and the control of the ortho/meta selectivity in the Diels-Alder step is an important issue to pave the way to a wide range of renewable aromatics, but it remains a challenging task. A combined experimental-theoretical approach reveals that, as a general trend, ortho and meta cycloadducts are the kinetic and thermodynamic products, respectively. The nature of substituents, both on the dienes and dienophiles, significantly impacts the feasibility of the reaction, through a modulation on the nucleo- and electrophilicity of the reagents, as well as the ortho/meta ratio. We show that the ortho/meta selectivity at the reaction equilibrium stems from a subtle interplay between charge interactions, favoring the ortho products, and steric interactions, favoring the meta isomers. This work also points towards a path to optimize the aromatization step.
Benzotetrazole derivatives and preparation thereof, pharmaceutical compositions containing benzotetrazole derivatives and application of benzotetrazole derivatives
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Paragraph 0113-0115; 0129-0131, (2020/11/26)
The invention discloses benzotetrazole derivatives. The benzotetrazole derivatives have a structure represented by a general formula I or a general formula I'. In the general formula I or the generalformula I', R1 is a C3-C5 alkyl chain or a halogenated a
Synthesis of Renewable meta-Xylylenediamine from Biomass-Derived Furfural
Scodeller, Ivan,Mansouri, Samir,Morvan, Didier,Muller, Eric,de Oliveira Vigier, Karine,Wischert, Raphael,Jér?me, Fran?ois
supporting information, p. 10510 - 10514 (2018/08/17)
We report the synthesis of biomass-derived functionalized aromatic chemicals from furfural, a building block nowadays available in large scale from low-cost biomass. The scientific strategy relies on a Diels–Alder/aromatization sequence. By controlling the rate of each step, it was possible to produce exclusively the meta aromatic isomer. In particular, through this route, we describe the synthesis of renewably sourced meta-xylylenediamine (MXD). Transposition of this work to other furfural-derived chemicals is also discussed and reveals that functionalized biomass-derived aromatics (benzaldehyde, benzylamine, etc.) can be potentially produced, according to this route.
PRODUCTION OF XYLENE DERIVATIVES
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Page/Page column 21; 22; 23, (2017/07/06)
The present invention relates to the production of xylene derivatives from furfural and its derivatives. The invention describes new routes for converting furfural and its derivatives into xylene derivatives including novel intermediates.
Aryl Nitriles from Alkynes Using tert -Butyl Nitrite: Metal-Free Approach to C≡C Bond Cleavage
Dutta, Uttam,Lupton, David W.,Maiti, Debabrata
supporting information, p. 860 - 863 (2016/03/01)
Alkyne C≡C bond breaking, outside of alkyne metathesis, remains an underdeveloped area in reaction discovery. Recently, nitrogenation has been reported to allow nitrile formation from alkynes. A new protocol for the metal-free C≡C bond cleavage of terminal alkynes to produce nitriles is reported. This method provides an opportunity to synthesize a vast range of nitriles containing aryl, heteroaryl, and natural product derivatives (38 examples). In addition, the potential of tBuONO to act as a powerful nitrogenating agent for terminal aryl alkynes is demonstrated. (Figure Presented).
