Stereoselective Insertion of Benzynes into Lawsones: Synthesis of Biologically Important Benzannulated Bicyclo[3.3.0]octanes

An ideal stereoselective insertion of in situ generated benzynes into lawsones through domino formal [2+2]-cycloaddition followed by rearrangement is disclosed. The reaction allowed for the preparation of biologically important benzannulated bicyclo[3.3.0]octanes in good yields and with excellent selectivities by using simple substrates and conditions.     

Ultrasound-Mediated Synthesis of Sulfonyl Urea Derivatives and Their In Vitro Antiproliferative Activity

Russian Journal of Organic Chemistry - A series of novel sulfonyl urea derivatives were designed as potential anticancer agents. These compounds were prepared in good yields by the reaction of...     

Hydrophilic Pd-phosphines catalyzed one-pot synthesis of substituted isoquinolines,furopyridines and thienopyridines in aqueous medium

A first example of simple and efficient hydrophilic Pd-phosphine complexes catalyzed one-pot three-component reaction of ortho-bromo aldehydes, terminal alkynes and ammonium acetate proceeds through the tandem coupling-imination-annulation path for the synthesis of substituted isoquinolines, furopyridines and thienopyridines in good to excellent yields in green aqueous medium at mild temperature was described.     

Organocatalytic Formal Intramolecular [3+2]-Cycloaddition to Acquire Biologically Important Methanodibenzo[a,f]azulenes and Methanobenzo[f]azulenes

Lawsones were transformed into the functionally rich framework of methanodibenzo[a,f]azulenes and methanobenzo[f]azulenes in a single- or two-pot operation through five organocatalytic sequential reactions in very good yields with excellent selectivities. These resultant molecules are basic skeletons of important antibiotics, which highlights the value of this formal intramolecular [3+2]-cycloaddition as a key protocol.     

Synthesis of the Major Oxepane Segment of Zoapatanol

A linear synthesis of the major oxepane fragment of zoapatanol, showing the induction of uterine contractions, and cervical dilation and uterine bleeding (by the concentrated zoapatle tea) in early human pregnancy, isolated from the leaves of Mexican zoapatle plant Montanoa tomentosa, is described from known intermediate involving Sharpless asymmetric epoxidation, bis‐epoxide opening reaction with Corey? Chaykovsky reagent, ring‐closing metathesis reaction, and Horner? Wadsworth? Emmons olefination reaction as key steps.     

AgI-promoted one-pot synthesis of aminoindolizines via sequential Mannich-Grignard addition and intramolecular cyclization in water

The efficient synthesis of aminoindolizines in ecofriendly water with broad substrate scope from the mild and readily available AgI-catalyzed one-pot three-component reaction of pyridine-2-carboxaldehyde, secondary amines, and terminal alkynes proceeds through the sequential Mannich-Grignard addition as well as intramolecular cyclization was reported for the first time.     

Parts-per-Million-Level,Catalytic [3+2]-Annulations for the Asymmetric Synthesis of Methanobenzo[7]annulenes

3-Alkyl-lawsones selectively reacted with α-alkyl-nitroethylenes under 500 parts-per-million (ppm) quinine-NH-thiourea-catalysis to furnish the chiral methanobenzo[7]annulenes in up to >99 % ee with >20 : 1 dr and TON up to 1820 through tandem Michael/Henry [3+2]-annulations. These asymmetric ppm-level, catalytic tandem [3+2]-annulations would be highly inspirational for the design of many more ppm-level organocatalytic reactions, and at the same time these final molecules are basic skeletons of antibiotics.     

One-Pot Regioselective Synthesis of Some Novel Isoxazole-Phenothiazine Hybrids and Their Antibacterial Activity

Russian Journal of General Chemistry - Some novel isoxazole-phenothiazine hybrids have been synthesized regioselectively in high yields via Cu(I) catalyzed one-pot reaction of...