Synthesis of New Benzoxaphosphole Derivatives from the Reaction of Dialkylphosphonates and Trisdialkylaminophosphines with 2,6-Bis(benzylidene)cyclohexanones

Fifty Years of (Benz)oxaphospholene Chemistry

“…. [42] Quite recently,a ne xample of an oxaphospholene carrying a 4-pyrazolyl substituent was reported, resulting from the 1,4-addition of diethyl phosphite to enone 73 (Scheme 15). [38] Addition of phosphonite 62 to diethylm esoxolate 63 yields dicarboxyl-substituted oxaphospholenes 64 [39] as does the addition of H-phosphinates 66 to a-ketoesters 65 [40] (Scheme 13).…”

“…[41] 1,2-Addition of dialkyl phosphites to 2,6-dibenzylidene cyclohexanone 71 afforded the disubstituted hexahydrobenzoxa-phosphole oxides 72 in good yields upon refluxing in toluene (Scheme 14). [42] Quite recently,a ne xample of an oxaphospholene carrying a 4-pyrazolyl substituent was reported, resulting from the 1,4-addition of diethyl phosphite to enone 73 (Scheme 15). [43] As part of as creening on antioxidanta ctivity of S-and Ncontaining spirocycles, one tetracyclic structure 80 containing an oxaphospholene moiety was obtainedi nat hree-step sequence( Scheme 16).…”

Synthesis of New Organophosphorus Compounds Derived from 2-Arylidenecyclohexan-1-ones

“…This together with our interest in the organophosphorus chemistry of carbocyclic and heterocyclic compounds 4,26,27 have prompted the present study directing towards investiga-tion of the behavior of 2-arylidenecyclohexanones 1a,b with 2a,b (Scheme 1). Antimicrobial properties of the newly synthesized compounds will be also considered against Gram-positive, Gram-negative and fungi.…”

“…[2][3][4] Diverse biological and pharmacological properties were also reported for these analogues as antimicrobial 4,5 , antitubercular 6 , antioxidant 7 , antiangiogenic 8,9 , cytotoxic 10,11 , cholesterol-lowering 12 , pesticidal 13 , and HIV-integrate inhibitory 14 activities. Additionally, phosphorus compounds such as Japanese (JR, 2a) and Lawesson's reagents (LR, 2b) are considered as selective reagents in the realm of sulfur chemistry due to their ability to convert the carbonyl groups into their thiocarbonyl functions 15 .…”

A Highly Efficient Method for Synthesis of Bisarylmethylidenes of Cyclic Ketones in [BMIm]Cl/NaOH System as New and Recyclable Catalyst

“…Among them, the Claisen-Schmidt condensation of aryl aldehydes with cycloalkanones is an important reaction for the preparation of α,α'-bis(arylidene)cycloalkanones. These arylidene derivatives are intermediates of various pharmaceuticals whit intriguing biological activities such as antibacterial and antifungal 1 , antitubercular 2 , cytotoxicity 3 , antioxidant 4 , antiinflammatory 4b,5 , antianiogenic 6 , HIV-1 integrase inhibitory 7 , analgesic 4b, 5b, 8 , antiparkinsonian and anticonvulsant 8 . Moreover, they are used as precursor for agrochemical and perfumes 9 , new organic material for nonlinear optical applications 10 , the units of liquid crystalline polymers 11 , and enantioselective catalysts in the synthesis of medicinally relevant compounds 12 .…”