39755-03-8Relevant articles and documents
Lewis acid mediated reactions of cyclopropyl aryl ketones with α-ketoesters: Facile preparation of 5,6-dihydropyran-2-ones
Yang, Yong-Hua,Shi, Min
, p. 10082 - 10085 (2005)
A new general method for the synthesis of 5,6-dihydropyran-2-ones from cyclopropyl aryl ketones (monoactivated cyclopropanes) and α-ketoesters in good to excellent yields has been developed. The process involves a cascade of reactions, including a nucleophilic ring-opening reaction of monoactivated cyclopropane by H2O, Lewis acid mediated transesterification, and an aldol type reaction.
P -TsOH promoted synthesis of benzo-fused O-heterocycles from alkynols via ring contraction and C-O scission strategy
Senadi, Gopal Chandru,Wang, Jeh-Jeng
, p. 3420 - 3425 (2018)
Here, we report the first divergent synthesis of benzo-fused O-heterocycles by p-toluene sulfonic acid promoted cascade reactions involving alkyne hydration, double cyclization, ring contraction and C-O bond cleavage from alkynols. The reaction mechanism
Tunable Cascade Reactions of Alkynols with Alkynes under Combined Sc(OTf)3 and Rhodium Catalysis
Li, Deng Yuan,Chen, Hao Jie,Liu, Pei Nian
, p. 373 - 377 (2016)
Two tunable cascade reactions of alkynols and alkynes have been developed by combining Sc(OTf)3 and rhodium catalysis. In the absence of H2O, an endo-cycloisomerization/C-H activation cascade reaction provided 2,3-dihydronaphtho[1,2-b]furans in good to high yields. In the presence of H2O, the product of alkynol hydration underwent an addition/C-H activation cascade reaction with an alkyne, which led to the formation of 4,5-dihydro-3H-spiro[furan-2,1′-isochromene] derivatives in good yields under mild reaction conditions. Mechanistic studies of the cascade reactions indicated that the rate-determining step involves C-H bond cleavage and that the hydration of the alkynol plays a key role in switching between the two reaction pathways.
Sequential multicomponent catalytic synthesis of pyrrole-3-carboxaldehydes: Evaluation of antibacterial and antifungal activities along with docking studies
Choudhary, Sachin,Kant, Rajni,Kumar, Indresh,Mir, Nisar A.,Ramaraju, Panduga,Sankaranarayanan, Murugesan,Sharma, Preetika,Singh, Rajnish P.,Singh, Rajpal,Vanaparthi, Satheeshvarma
supporting information, p. 16329 - 16339 (2020/10/14)
A sequential multicomponent synthesis of highly substituted pyrrole-3-carboxaldehydes has been developed under metal-free conditions. This one-pot protocol involves proline-catalyzed direct chemoselective Mannich reaction-cyclization between 1,4-ketoaldehyde and in situ generated Ar/HetAr-imines followed by aerobic oxidative-aromatization at room temperature. A series of fully substituted pyrrole-3-carboxaldehydes and other diverse fused heterocycles have been synthesized. These compounds were tested for in vitro antibacterial and antifungal activities, and the selected ones display significant activity against the tested bacterial strains with a MIC value of 16 μg mL-1, which is close to that of the standard drug chloramphenicol. The bioactivity outcome was further analyzed using docking studies.