1367736-99-9

Upstream product

• 38829-08-2 1-(buta-1,3-dien-2-yl)-4-chlorobenzene 
• 100-52-7 benzaldehyde 
• 1712-70-5 1-chloro-4-(1-methylethenyl)-benzene 
• 67-68-5 dimethyl sulfoxide 

Relevant academic research and scientific papers

Efficient Synthesis of 3,6-Dihydro-2H-pyrans via [3+2+1] Annulation Based on the Heteroatom-free Tri-atom Donor

A new [3+2+1] annulation strategy based on the heteroatom-free tri-atom donor to synthesize 3,6-dihydro-2H-pyrans has been developed. In this method, 2-arylpropylene served as tri-atom donor to contribute three carbon atoms, the heteroatom was provided by aldehyde, and DMSO served as one carbon donor and solvent. This annulation reaction gave 3,6-dihydro-2H-pyrans in moderate to good yields. Based on the control experiments, a possible mechanism was proposed. (Figure presented.).

Synthesis method of dihydropyran derivative

The invention discloses a synthesis method of a dihydropyran derivative. The method comprises the steps that an aldehyde compound and 2-aryl propylene are subjected to an one-pot reaction in a dimethylsulfoxide solution system containing persulfate, and thus the dihydropyran derivative is obtained. The method jointly constructs dihydropyran ring with the carbonyl provided by aldehyde compound, thepropenyl provided by 2-aryl propylene and the methyl provided by dimethylsulfoxide, the synthesis method is achieved through the one-pot way, the reaction condition is mild, a catalyst does not needto be added, the selectivity is good, the yield is high, and the synthesis method is beneficial for industrialized production.

Method for jointly constructing dihydropyran ring by benzaldehyde compound, alpha-methylstyrene compound and dimethyl sulfoxide

The invention discloses a method for jointly constructing a dihydropyran ring by a benzaldehyde compound, an alpha-methylstyrene compound and dimethyl sulfoxide. The method comprises the steps that the benzaldehyde compound and the alpha-methylstyrene compound are subjected to a one-pot reaction in a dimethyl sulfoxide solution system containing persulfate to obtain a dihydropyran derivative; by means of the method, the dihydropyran derivative ring is jointly constructed by a carbonyl group provided by the benzaldehyde compound, a propylene group provided by the alpha-methylstyrene compound and a methyl group provided by dimethyl sulfoxide for the first time, the synthesis method is achieved through a one-pot method, the reaction conditions are mild, no external catalyst is needed, the selectivity and the yield are high, and the industrial production is facilitated.

Method for synthesizing 3,6-dihydropyran derivative

The invention discloses a method for synthesizing a 3,6-dihydropyran derivative. The method is characterized in that aryl aldehyde and 2-aryl propylene are subjected to one-pot reaction in a dimethylsulfoxide solution system containing potassium persulfate, and the dihydropyran derivative is obtained. According to the method, a 3,6-dihydropyran ring is formed by carbonyl provided by aryl aldehyde, propenyl provided by 2-aryl propylene and methyl provided by dimethyl sulfoxide together for the first time. The synthesis method is implemented with a one-pot process, adopts mild reaction conditions, is good in selectivity and high in yield, requires no additional catalysts, and is beneficial to industrial production.

AlCl3 catalyzed oxa-Diels-Alder reaction of aromatic aldehydes with simple dienes

A highly regioselective and diastereoselective oxa-Diels-Alder reaction catalyzed by AlCl3 has been developed. This reaction is efficient and characterized by good functional group compatibility, F, Cl, CN, NO2, OMe and thiophenyl groups are tolerated. A Lewis acid catalyzed concerted cycloaddition mechanism is proposed based on the results.

Iron corrole-catalyzed [4 + 2] cycloaddition of dienes and aldehydes

We have developed cationic iron(IV) corrole-catalyzed formal hetero-Diels-Alder reaction of aldehydes with dienes, which opens the way for divergent synthesis of pyrans. The potential utility of the catalyst was also demonstrated by carrying out cycloaddition of α,β-unsaturated aldehyde with a diene to give pyran selectively. Furthermore, the catalytic reactivity of iron corrole complex on the cycloaddition was determined by comparing that of iron porphyrin complex.

Cationic iron(III) porphyrin-catalyzed [4 + 2] cycloaddition of unactivated aldehydes with simple dienes

Cationic iron(III) porphyrin was found to be an efficient catalyst for the highly chemoselective hetero-Diels-Alder-type reaction of aldehydes with 1,3-dienes. The catalyzed process did not require the use of electron-deficient aldehydes such as glyoxylic acid derivatives or activated electron-rich 1,3-dienes such as Danishefsky's diene and Rawal's diene. The high functional group tolerance and robustness of the catalyst were demonstrated. Further, the potential utility of the catalyst was demonstrated by performing the cycloaddition in the presence of water and by carrying out cycloaddition of an unactivated ketone such as cyclohexanone with a diene.