Neospiroenones. Synthesis of 10,11-dimethoxy-1,6,6-trimethyl-5,6,8,12b-tetrahydrobenzo[d,f]indol-4(3H)-one and 10,11-dimethoxy-6,6-dimethyl- 1,5,6,12b-tetrahydrobenzo[d,f]indol-2(8H)-one

The three-component condensation of isobutyraldehyde, 3,4-dimethoxyphenylacetonitrile, and p-methylanisole or anisole in the presence of concentrated sulfuric acid affords neospiroenone systems.     

Synthesis of the angular furanoxanthone,deoxydehydropsorospermin methyl ether (5,10-dimethoxy-2-isopropenyl-6H-furo[2,3-c]xanthen-6-one)

The angular isopropenylfuranoxanthone heterocyclic system, on which the anti-leukemic natural product psorospermin is based, is synthesized by the reaction of cuprous isopropenylacetylide with 4-bromo-1,5-dimethoxy-3-hydroxyxanthone.     

Synthesis and Antimicrobial Activity of Some 3-Substituted-5,6-dimethoxy-2,3-dihydrobenzo[d]thiazol-2-one

Sixteen new compounds derived from the 2,3-dihydrobenzo[d]thiazol-2-one template with various side-chains in position-3 were synthesized and evaluated for their antimicrobial activity. Antibacterial and antifungal screening of the compounds prepared showed that 5,6-dimethoxy-3-(2-oxo-propyl)-2,3-dihydrobenzo[d]thiazol-2-one (3g) exhibited the highest activity.     

2-Methyl-s-triazolo[1,5-b]isoquinolin-5(10H)-one

Acetamidrazone hydrochloride reacts with homophthalic anhydride to give 3-o-carboxybenzyl-5-methyl-1,2,4-triazole 1, which can be cyclised to 2-methyl-s-triazolo[1,5-b] isoquinolin-5(10H)-one 2. Reduction with lithium aluminium hydride gives 5,10-dihydro-2-methyl-s-triazolo [1,5-b] isoquinoline, while condensation with aromatic aldehydes gives 10-arylmethylene derivatives. Coupling with arenediazonium salts gives the 10-arylhydrazones of 5,10-dihydro-2-methyl-s-triazolo [1,5-b] isoquinoline-5,10-diones, while condensation with p-nitrosodimethylaniline gives the 10-imino derivative. Alkylation of 2 produces the corresponding 10,10-dialkyl derivatives.     

The application of ultrasound to the strecker synthesis on 9,10-dimethoxy-1,3,4,6,7,11b-hexahydrobenzo[a]quinolizin-2-one

Irradiation with ultrasound in acetic acid solution was found to facilitate the aminocyanation of 9,10-dimethoxy-1,3,4,6,7, 11b-hexahydrobenzo[a] quinolizin-2-one.     

A bridged triptycene-intramolecular diels-alder reaction of 16,19-dimethoxy-[2](9,10)anthraceno[2]paracyclophane

A bridged triptycene was obtained by intramolecular cycloaddition reaction of 16,19-dimethoxy[2](9,10)anthraceno[2]paracyclophane followed by acid-catalyzed elimination of methanol. Internal strain in this molecule was disclosed by X-ray crystallographic analysis.     

2-[N-Acetyl-N-(2-fluorenonyl)aminomethylene]benzo[b]- thiophen-3(2H)-one,a Molecular Fluorescent Switch

Russian Journal of Organic Chemistry -     

微波法合成2-羟乙基苯并[d]异噻唑-3(2H)-酮

以苯并异噻唑-3(2H)-酮(BIT)及氯乙醇为原料微波法合成了2-羟乙基苯并[d]异噻唑-3(2H)酮。考察了氢氧化钠量,氯乙醇用量,反应时间,反应温度对反应的影响,经正交实验设计得到了最佳反应条件,最佳反应条件下收率为83.3%。结果表明,与传统工艺相比,微波技术合成2-羟乙基苯并[d]异噻唑-3(2H)-酮的方法具有操作方便、收率高等特点,具有一定的应用价值。     

Rhodium catalyzed hydroformylation of 2-phenylsulfonylbicyclo[2.2.1] alkenes: effect of the phenylsulfonyl group

The preliminary results of the hydroformylation of 2-phenylsulfonyl substituted norbornene and norbornadiene derivatives catalyzed by the unmodified Rh(CO)₂acac system are presented. The reaction, occurring under standard oxo conditions, gives polyfunctionalized exo norbornene- and exo norbornanecarboxaldehydes. The effect of the phenylsulfonyl group has been evaluated: it has been found that the steric properties of the sulfonyl substituent, more than the electronic ones, influence the regioselectivity of the process.     

2-叔丁基-4-氟-苯并氧杂卓并[3,4-b]喹啉并

以2-溴甲基-6,7-亚甲二氧基-3-喹啉酸乙酯(1) 为原料,经三步合成了2-叔丁基-4-氟-苯并氧杂卓并[3,4-b]喹啉并[9,11]二氧戊环-14(6H)-酮(4).其中,6-(2-氟-4-叔丁基-苯氧甲基)-[1,3]二氧戊环并[4,5-g]喹啉-7-羧酸是经一锅法合成的.它的分子内闭环反应是在Eaton's reagent(P2O5-CH3SO3H)的作用下,在较温和的条件下进行的.所得新化合物3和4的结构经IR、1H NMR和元素分析得以证实.     

Metaboliten der 1,5-Dihydroimidazo[2,1-b]chinazolin-2(3H)-one. Synthese und Reaktionen einiger 1,5-Dihydro-3-hydroxyimidazo[2,1-b]chinazolin-2(3H)-one

Metabolites of 1,5-Dihydroimidazo[2,1-b ]quinazolin-2(3H)-ones. Preparation and Reactions of Some 1,5-Dihydro-3-hydroxyimidazo[2,1-b]quinazolin-2(3H)-ones Hydroxylated 1,5-dihydroimidazo[2,1-b]quinazolin-2(3H)-ones 2–4 and 6 were isolated as metabolites of imidazoquinazolinones 1a and 1b , respectively. The synthesis of 1,5-dihydro-3-hydroxy-3-methylimidazo[2,1-b]quinazolin-2(3H)-ones 3 , 4 , and 6 , and the preparation of some derivatives thereof is described.