Synthesis of some new 3-(2′-heterocyclicethyl)-2-methyl-3,4-dihydroquinazolin-4-one derivatives as antimicrobial agents

3-(2′-Chloroethyl)-2-methyl-3,4-dihydroquinazolin-4-one was reacted with acetylacetone, ethyl acetoacetate and diethylmalonate in the presence of sodium ethoxide to afford the alkylation products IV, V and VI , Compounds IV, V and VI were reacted with hydrazine hydrate, phenylhydrazine, hydroxylamine hydrochloride, urea and thiourea to yield 3-(2′-heterocyclicethyl)-2-methyl-3,4-dihydroquinazolin-4-one derivatives VII-XV . The structures of the synthesized compounds were elucidated by elemental analyses and spectroscopic (IR and XH-NMR) analyses. The prepared compounds were tested for their antimicrobial activities in comparison with tetracycline as a reference compound.     

A synthesis of functionalized spiro isobenzofuran-1,6′-[1,3] thiazines from phthalic anhydride-malononitrile adduct and ammonium carbamodithioates

The reaction of 2-[3-oxo-isobenzofuran-1(3H)- ylidene]malononitrile, generated from phthalic anhydride and malononitrile, with ammonium alky(aryl)carbamodithioates, leading to the formation of functionalized spiro isobenzofuran-1,6′-[1,3]thiazine systems, in good yields, is reported.     

Dithiocarbamate as an efficient intermediate for the synthesis of 2-(alkylthio)thiazol-4(5H)-ones

An effective approach for the synthesis of 2-(alkylthio)thiazol-4(5H)-ones from alkyl dithiocarbamates and chloroacetyl chloride in the presence of NaHCO₃ has been developed. Good to excellent yields of products, simple reaction conditions and general applicability are the most important advantages of this protocol.     

Synthetic Applications and Methodological Developments of Donor−Acceptor Cyclopropanes and Related Compounds

Donor−acceptor cyclopropanes are convenient precursors to reactive and versatile 1,3-dipoles, and have found application in the synthesis of a variety of carbo- and heterocyclic scaffolds. This perspective review details our laboratory's use of donor−acceptor cyclopropanes as intermediates toward the total synthesis of various natural products. We also discuss our work in the development of novel cycloadditions and rearrangements of donor−acceptor cyclopropanes and aziridines, as well as an example of an aryne insertion proceeding via fragmentation of a transient donor−acceptor cyclobutane.     

Highly efficient synthesis of benzopyranopyridines via ZrP2O7 nanoparticles catalyzed multicomponent reactions of salicylaldehydes with malononitrile and thiols

ZrP₂O₇ nanoparticles as an efficient catalyst have been used for the preparation of benzopyrano[2,3-b]pyridines from the four-component condensation reaction of salicylalde-hydes, thiols, and 2 equiv. of malononitrile under reflux conditions in ethanol in excellent yields and short reaction times.     

Palladium‐Catalyzed Direct Arylations of 1,2‐Azolo[1,5‐a]pyridines using Copper(I) Chloride as a Lewis Acid Activator and the Synthesis of 2,6‐Disubstituted Pyridines

A direct method for the arylation of 1,2‐azolo[1,5‐a]pyridines has been developed. In the process, the fused pyridines react with aryl halides in the presence of the palladium complex Pd(OAc)₂(Phen) as a catalyst and copper(I) chloride (CuCl) as a Lewis acid to form arylated derivatives. While pyrazolo[1,5‐a]pyridines and [1,2,4]triazolo[1,5‐a]pyridines are arylated at ortho‐positions of their pyridine rings using this method, in situ ring‐opening of the formed C‐7 arylated [1,5‐a]pyridine takes place to generate the 2,6‐disubstituted pyridine. Also, upon treatment with lithium diisopropylamide (LDA), C‐7 arylated pyrazolo[1,5‐a]pyridine‐3‐carboxylates react to produce diversely substituted 2,6‐disubstituted pyridines. Finally, a sequential C‐3 arylation was accomplished through a two‐step sequence involving hydrolysis of pyrazolo[1,5‐a]pyridine‐3‐carboxylates followed by the bimetallic Pd/Cu‐catalyzed decarboxylative coupling reaction with aryl bromide.

     

苯并𫫇嗪树脂研究进展

聚苯并嗪树脂（PBZ）是一类杂环聚合物材料,具有优异的热稳定性、高的抗拉强度和良好的耐化学性,在航空复合材料、共混物和电子电路板等许多领域得到了应用。本文概述了制备苯并嗪（BZ）单体的三种路线及合成方法,总结了在无催化剂条件下BZ单体的阳离子开环聚合（ROP）机理;详细阐述了含可固化基团的功能化BZ单体的种类以及可固化基团对PBZ树脂性能的影响,同样也详细论述了不含可固化基团的功能化BZ单体的结构性能以及研究现状。通过分子设计,科研人员已制备出了单官能团取代、双官能团取代、可聚合官能团取代的BZ单体,以及高分子量主链的BZ和主链含有BZ单元的化合物材料;简述了PBZ复合材料的研究进展,指出了PBZ树脂存在加工温度高、经典的PBZ脆性大的缺点以及产生的原因,最后指出苯并嗪树脂的发展方向为制备绿色生物基BZ、PBZ复合材料的改性以及合成新结构的功能性BZ。     

Formal [3+2] Annulation Involving Allylic Bromides and Thioureas. Synthesis of 2‐Iminothiazolidines through a Base‐Catalyzed Intramolecular anti‐Michael Addition

A simple and efficient protocol was developed for the synthesis of 2‐iminothiazolidines through a base‐mediated [3+2] annulation involving substituted thioureas and allylic bromides bearing electron‐withdrawing groups. This domino process consists of nucleophilic displacement, followed by intramolecular anti‐Michael addition of the preformed allylic isothiourea under mild conditions to give the thiazolidine core.

     

Nickel‐Catalyzed Suzuki–Miyaura Coupling of a Tertiary Iodocyclopropane with Wide Boronic Acid Substrate Scope: Coupling Reaction Outcome Depends on Radical Species Stability

We describe a nickel‐catalyzed Suzuki–Miyaura arylation of a tertiary iodocyclopropane with arylboronic acids; this is an efficient and convergent strategy for providing various enantioenriched arylcyclopropanes with a quaternary stereogenic center. This is the first metal‐catalyzed coupling between a tertiary alkyl electrophile and a wide range of aromatics, including heteroaromatics. We found that the outcome of the Ni‐catalyzed coupling with halides as electrophiles was dependent on the stability of the radical species formed during the reaction. The use of tert‐butyl alcohol (t‐BuOH) as the reaction solvent was very effective, because of its stability under the radical‐generating reaction conditions.

     

Lewis Acid‐Catalyzed or Base‐Promoted Regioselective Cycloisomerization of N‐Imidoyl‐o‐alkynylanilines for Synthesis of N‐Imidoyl‐(1 H)‐indoles and 4‐Alkylidene‐3,4‐dihydroquinazolines

Product selectivity control for the synthesis of imidoylindoles and 4‐alkylidenedihydroquinazolines from N‐imidoyl‐o‐alkynylanilines via silver triflate‐catalyzed cycloisomerization or tetrabutylammonium fluoride‐promoted cyclization is described. The product selectivity depends mainly on the catalyst/promoter used, and on the substituents on the alkyne and amidine functions of the substrates.