A diastereoselective formal 1,6-conjugate-addition-mediated
[2
+ 1] annulation reaction using p-quinone methides
and pyrazolones has been described. The corresponding bis-spiro[cyclohexadienone–cyclopropane–pyrazolone]
compounds were obtained in very good yield under mild reaction conditions.
A one-pot three-component reaction using pquinone methides, rongalite and alkyl/allyl halides has been described. The corresponding unsymmetrical sulfones were obtained in good yields under mild reaction conditions in the absence of any metal, base or any other additive.
Transition metal free coupling reactions have gained lot of importance recently. The traditional method for the synthesis of biaryl's uses organometallic reagents for the arylation reactions. There are certain drawbacks associated with such traditional methods. Use of expensive metals, metal impurities in the products formed and disposal of metal waste generated are major problems that need to be taken care of. Thus, research has been focussed on using transition metal free catalyst for cross coupling reactions to encourage green environment and it still remains a challenge for researchers. Carbonaceous catalyst have attracted great attention recently as a heterogeneous catalyst as it has a carbon skeleton that is stable, easily separable, reusable, eco‐friendly and highly economical compared to other heterogeneous catalyst. Carbonaceous catalysts have been studied in variety of organic reactions such as hydrolysis, dehydration, esterification, alkylation, condensation, oxathioketalization, dimerization, benzylation and trimethylsilylation, etc. It was estimated that π‐π stacking interactions between carbonaceous catalyst and arenes will accelerate the coupling reaction. However to the best of our knowledge, there are no reports available in literature on use of carbonaceous catalyst for direct arylation of arenes. And thus, we developed a new method for C−H arylation of unactivated arenes with aryl halides using a transition metal free D‐glucose derived carbonaceous catalyst.
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