微波辐射下"一锅煮"法合成2-氨基-3-氰基-4-芳基-4H,5H-吡喃-[3,2-c]苯并吡喃-5-酮

以芳醛、4-羟基香豆素、丙二腈为原料,乙醇为能量转移剂,哌啶为催化剂,在微波辐射下一步合成了一系列2-氨基-3-氰基-4-芳基-4H,5H-吡喃-[3,2-c]苯并吡喃-5-酮,反应在40～60s时间内完成,产率60%～97%.     

顺式六氢-1H-呋喃并[3,4-C]吡咯的合成

以N-（甲氧甲基）-N-（三甲基硅甲基）苄胺和马来酸二甲酯为原料通过环加成、氢化铝锂还原、T_SOH催化脱水、氢氧化钯/碳催化氢化脱苄基四步反应,设计并合成了一种含氮、氧的杂环化合物--顺式六氢-1H-呋喃并[3,4-C]吡咯,其结构经¹H NMR, ¹³ C NMR和MS（ESI）表征。      

1,2,6,7-四氢-8H-茚并[5,4-b]呋喃-8-酮的合成新方法

发展了一条1,2,6,7-四氢-8H-茚并[5,4-b]呋喃-8-酮的新合成方法,以价廉、易得的对溴苯酚为原料,在无水碳酸钾作用下与2-溴乙醛缩二乙醇缩合后用多聚磷酸(PPA)环合得5-溴苯并呋喃,该中间体与丙烯酸甲酯在Pd(OAc)2催化下,经Heck偶合反应得3-(苯并呋喃-5-基)丙酸甲酯,在氢氧化钠水溶液中经Raney Ni催化氢化和水解一锅反应得3-(2,3-二氢苯并呋喃-5-基)丙酸,再经二溴代、Friedel-Crafts酰化反应和氢解脱溴,得1,2,6,7-四氢-8H-茚并[5,4-b]呋喃-8-酮,7步反应总收率49.9%.该方法原料易得、反应条件温和、操作简便、产物分离纯化容易,收率良好,适合大规模制备1,2,6,7-四氢-8H-茚并[5,4-b]呋喃-8-酮.     

KF/Al2O3催化下2-氨基-4-芳基-4H-吡喃并[3,2-c]香豆素衍生物的一步合成

以芳醛、4-羟基香豆素和丙二腈或氰乙酸酯为原料,在KF/Al2O3催化下以乙醇为溶剂,在80℃合成了一系列2-氨基-4-芳基-4H-吡喃并[3,2-c]香豆素衍生物,并通过IR,1H NMR和元素分析确证产物的结构.     

三组分一锅法合成3-甲基-1-苯基-4-芳基-4,11-二氢-4H-吡唑并[4’,5’∶3,2]吡啶并[5,6-c]香豆素

以芳醛、4-羟基香豆素和3-甲基-1-苯基-5-氨基吡唑为原料,用少量冰醋酸作溶剂,三组分一锅法合成一系列吡唑并[4′,5′∶3,2]吡啶并[5,6-c]香豆素衍生物,该反应产率高(79％～94％)、操作简单、后处理方便.产物的结构经红外光谱、核磁共振氢谱、元素分析及单晶X射线分析证实.     

三组分一锅法合成3-甲基-1-苯基-4-芳基-4,11-二氢-4H-吡唑并[4',5':3,2]吡啶并[5,6-c]香豆素

以芳醛、4-羟基香豆素和3-甲基-1-苯基-5-氨基吡唑为原料,用少量冰醋酸作溶剂,三组分一锅法合成一系列吡唑并[4',5':3,2]吡啶并[5,6-c]香豆素衍生物,该反应产率高(79%～94%)、操作简单、后处理方便.产物的结构经红外光谱、核磁共振氢谱、元素分析及单晶X射线分析证实.     

3-亚甲基苯并吡喃-2,4-二酮与烯醇硅醚的Diels-Alder反应合成3,4- 二氢-2H,5H-吡喃并[3,2-c][1]苯并吡喃-5-酮衍生物

通过4-羟基香豆素与苯甲醛、甲醛和戊醛缩合产生的quinone methide与烯醇硅醚的Diels-Alder反应, 以较高产率合成了一系列含有硅氧基的3,4-二氢-2H,5H-吡喃并[3,2-c][1]苯并吡喃-5-酮衍生物. 用X射线单晶衍射确定了其中5个化合物的空间构型. 利用密度泛函(DFT)方法计算反应物之间的前线分子轨道相互作用, 对反应的区域选择性进行了研究, 计算结果与实验值相符.     

8-甲氧基呋喃并[3',2':6,7]香豆素与烯烃光环合加成反应的研究I.

The photocycloaddition of 8-methoxypsoralen to cyclothexene and to heptene-1 was found to give 3,4-dihydrobicyclo (4,2,0) octano (7",8":3,4) 8-methoxypsoralen (4) and a mixture of 3, 4-dihydro-(1-n-pentyl) cyclobutano-(2", 3":3,4) 8-methoxypsoralen (5) and the isomer 6 respectively. Stern-Volmer plot and quenching studies indicate that the reaction proceeds via psoralen triplet excited state.     

4-甲氧基-6-甲基-7a-苯基苯并吡喃并[2,3-b]氮丙啶-7-酮的合成及晶体结构研究

通过5-甲基-7-甲氧基异黄酮与盐酸羟胺的缩合制得中间产物4-苯基-5-（2-羟基-4-甲氧基-6-甲基苯基）异恶唑,然后经过光异构化反应合成了4-甲氧基-6-甲基-7a-苯基苯并吡喃并[2,3-b]氮丙啶-7-酮,并采用IR,NMR,HRMS和单晶X-衍射分析对其结构进行了表征.单晶X-衍射分析结果表明：标题化合物属于单斜晶系,空间群P2（1）/n.在其晶体结构中,存在着氢键及芳香堆积作用,这些作用将标题化合物分子组装成了三维网络结构.     

3-[(5-取代硫基)-4H-1,2,4-三唑-3-基]苯并吡喃-2-酮的合成与抑菌活性

为寻找具有杀菌活性的三唑类先导化合物,采用活性亚结构拼接方法,将香豆素环和硫醚结构单元引入到三唑类化合物分子中,合成一系列未见文献报道的新型含香豆素环和硫醚结构的三唑类衍生物。经~1H NMR、~(13)C NMR、IR、MS和元素分析对所合成化合物的结构进行了表征。初步生物活性测试表明,部分目标化合物在试验浓度下具有一定的抑菌活性。     

Facile Regioselective Synthesis of 2-Methyl Furo [3,2-c][1] benzopyran-4-one 2-Methyl Furo[2,3-c] [1]benzopyran-4-one

The title compounds (7 &8) were obtained in excellent yields from 4-[2′-chloroprop-2′-enyloxy] [1] benzopyran-2-one (5) and 3-[2′-chloroprop-2-enyloxy][1]benzopyran-2-one (6) via [3,3] sigmatropic rearrangement and cyclisation of the intermediate chloroallylic enols with conc. H₂SO₄. The reaction was also studied in N,N-dimethyl aniline.     

Synthesis of a 6H-Benzofuro[3,2-c][1]benzopyran-6-one. A New Application of the Hurtley Reaction

A copper(I)bromide promoted substitution of 2-bromobenzofuran-3- carboxylic acid (2b) with dimedone and subsequent lactonization offers a new route to a modified coumestane ring system.     

Synthesis of 4-amino[1] benzofuro[3,2-g] cinnolines

The synthesis of the new heterocycles, 4-amino[1]benzofuro[3,2-g]cinnolines, was accomplished by the intramolecular cyclization of the Z -configuration of cyanoarylhydrazones. The latter compounds were obtained via interaction between the diazonium salt of 3-amino-dibenzofuran and various active methylene compounds via the Japp-Klingemann reaction. The alkaline treatment of azo intermediates 4 , which may be isolated in the course of condensation, gave the corresponding cyanoarylhydrazones 5 . A study of the configuration and possible isomerisations is reported.     

Facile Regioselective Synthesis of Pyrano[3,2-c][1]benzo-thiapyran-5(2H)-one and 2-Methyl Furo[3,2-c][1] Benzothiapyran-4-one

The hitherto unreported title compounds were obtained in good yields by the application of [3,3]sigmatropic rearrangement on 4-]2′-propynyloxy] [1]benzothiapyran-2-one and 4-[2′-propenyloxy][1]benzothiapyran-2-one or 4-[2′-chloro-2′-propenyloxy][1]benzothiapyran-2-one respectively.     

The synthesis of novel polycyclic heterocyclic ring systems.. Benzo[e][1]benzothieno[3,2-g][1]benzothiophenes

The novel polycyclic heterocyclic ring system compound, methyl 3-chlorobenzo[e][1]benzothieno-[3,2-g][1]benzothiophene-2-carboxylate was synthesized. The assignment of its ¹H and ¹³C nmr spectra was also accomplished by utilizing two-dimensional nmr methods.