共查询到20条相似文献,搜索用时 46 毫秒
1.
Ziwei Hu Jian Wang Dongdong Liang Qiang Zhu 《Advanced Synthesis \u0026amp; Catalysis》2013,355(16):3290-3294
A three‐component reaction involving isocyanides, o‐alkynyltrifluoroacetanilides, and amines for the efficient synthesis of 2‐substituted 1H‐indole‐3‐carboxamidines has been developed. The reaction proceeds through intramolecular aminopalladation of alkynes activated by isocyanide‐ligated palladium(II) species. Dioxygen acts as the sole oxidant to regenerate the active palladium(II) species.
2.
Guifang Han Qiang Wang Linwei Chen Yuxiu Liu Qingmin Wang 《Advanced Synthesis \u0026amp; Catalysis》2016,358(4):561-566
A copper‐catalyzed cascade reaction involving trifluoromethylation of acrylamides coupled with ring closure and indole dearomatization is reported. This facile transformation was highly regioselective and proceeded under mild conditions, allowing efficient access to trifluoromethyl‐substituted spiro[indole‐3,3′‐pyrrolidine] derivatives, which are of increasing interest to the pharmaceutical industry.
3.
Qiang Wang Zhong Lian Qin Xu Min Shi 《Advanced Synthesis \u0026amp; Catalysis》2013,355(17):3344-3350
The catalytic asymmetric [4+2] annulations of isatins with but‐3‐yn‐2‐one catalyzed by the Cinchona alkaloids‐derived oragnocatalyst (DHQD)2PHAL have been developed in the presence of 3.0 equivalents of D ‐diethyl tartrate in the mixed solvent (diphenyl ether/diethyl ether=1/1) or a slightly modified one, affording the corresponding substituted spiro[indoline‐3,2′‐pyran]‐2,4′(3′H)‐diones in good to excellent yields with high enantioselectivities under mild conditions.
4.
Zhiguo Zhang Feisong Zhang Huanhuan Wang Hao Wu Xinyu Duan Qingfeng Liu Tongxin Liu Guisheng Zhang 《Advanced Synthesis \u0026amp; Catalysis》2015,357(12):2681-2686
A facile one‐pot, catalyst‐free reaction has been developed for the synthesis of 2,3,6,7‐tetrahydro‐1H‐pyrrolo[3,2‐c]pyridin‐4(5H)‐ones from readily available 1‐acryloyl‐1‐N‐arylcarbamylcyclopropanes and amines using a domino ring‐opening/cyclization/aza‐addition sequence.
5.
Yunting Liu Youming Wang Haibin Song Zhenghong Zhou Chuchi Tang 《Advanced Synthesis \u0026amp; Catalysis》2013,355(13):2544-2549
An unprecedented organocatalytic enantioselective cascade Michael/hemiketalization/retro‐aldol reaction of 2‐[(E)‐2‐nitrovinyl]phenols and 2,4‐dioxo‐4‐arylbutanoates is described. With a bifunctional squaramide catalyst incorporating (1R,2R)‐1,2‐diphenylethane‐1,2‐diamine, the reactions afford products in 75–99% yields with 80–98% ee. This process provides an enantioselective pathway for the synthesis of chiral α‐keto esters, precursors of 3‐arylproline derivatives, δ‐amino α‐keto acids or cyclic α‐keto lactams.
6.
Qing‐hu Teng Yan‐li Xu Ying Liang Heng‐shan Wang Ying‐chun Wang Ying‐ming Pan 《Advanced Synthesis \u0026amp; Catalysis》2016,358(12):1897-1902
A transition metal‐free and efficient method for the synthesis of 3‐alkynylpyrrole‐2‐carboxylates from diynones and glycine esters or 2‐aminoacetophenone hydrochloride has been developed. This transformation provides a large range of substituted pyrroles in good to excellent yields with the elimination of water as the only by‐product. The detailed mechanistic studies elucidated that this transformation involves a Michael addition/intramolecular cyclodehydration process.
7.
Zhenbang Lou Shu Zhang Chao Chen Xinlong Pang Ming Li Lirong Wen 《Advanced Synthesis \u0026amp; Catalysis》2014,356(1):153-159
A concise synthesis of 1‐naphthols via cyclization of o‐iodoacetophenones and methyl ketones has been realized under very mild conditions. The cyclization process is initiated by a rare copper‐catalyzed arylation of simple methyl ketones with ortho‐iodoacetophenones.
8.
Seong Jong Lee Hong‐Ahn Seo Cheol‐Hong Cheon 《Advanced Synthesis \u0026amp; Catalysis》2016,358(10):1566-1570
A general method to generate umpolung of aldimines with cyanide was developed via the addition of cyanide to aldimines followed by a proton transfer from the carbon atom to the nitrogen atom in the resulting cyanide adducts. This novel method was successfully applied to the first imino‐Stetter reaction of aldimines obtained from 2‐aminocinnamic acid derivatives and aromatic aldehydes with cyanide, affording 2‐aryl‐substituted indole‐3‐acetic acid derivatives. Furthermore, the usefulness of this method was successfully demonstrated by the synthesis of an FPTase inhibitor, one of the biologically important 2‐arylindole‐3‐acetic acid derivatives.
9.
Zhiheng He Birgit Wibbeling Armido Studer 《Advanced Synthesis \u0026amp; Catalysis》2013,355(18):3639-3647
The paper describes the oxidative Heck arylation of various allylic amines using arylboronic acids for the preparation of tetrasubstituted alkenes. As oxidant the commercially available 2,2,6,6‐tetramethylpiperidine‐N‐oxyl (TEMPO) is used and coupling reactions occur under very mild conditions at room temperature. The densely substituted alkenes are formed in good to excellent yields with complete control of the diastereoselectivity. Substrate scope with respect to the allylic amine and the arylboronic acid is investigated.
10.
Akio Saito Yuki Uematsu Kohei Sudo Yuji Hanzawa 《Advanced Synthesis \u0026amp; Catalysis》2015,357(5):1049-1052
In the presence of 1,1,1,3,3,3‐hexafluoro‐2‐propanol (1,1,1,3,3,3‐hexafluoroisopropyl alcohol, HFIP), isoquinolines react with acylzirconocene chlorides to give N‐acyl adducts with incorporation of a proton at the C‐1 position. The present procedure could be applied to the reaction of quinolines. These reactions provide us with an alternative method for the Reissert‐type reduction reactions of azaaromatics with N‐acylating reagents and reducing reagents.
11.
Yakun Wang Hang Yin Hai Qing Jingnan Zhao Yufeng Wu Qingwei Meng 《Advanced Synthesis \u0026amp; Catalysis》2016,358(5):737-745
The highly catalytic asymmetric α‐hydroxylation of β‐indanone esters and β‐indanone amides using peroxide as the oxidant was realized with a new C‐2′ substituted Cinchona alkaloid derivatives. The two enantiomers of α‐hydroxy‐β‐indanone esters could be obtained by simply changing the oxidant. This protocol allows a convenient access to the corresponding α‐hydroxy‐β‐indanone esters and α‐hydroxy‐β‐indanone amides with up to 99% yield and 98% ee.
12.
Farnaz Jafarpour Hamideh Hazrati Masoumeh Darvishmolla 《Advanced Synthesis \u0026amp; Catalysis》2014,356(18):3784-3788
An efficient regioselective synthesis of 2‐acylpyrroles via palladium‐catalyzed addition of pyrroles with benzonitriles and subsequent hydrolysis is developed. The direct acylation reaction of protected as well as (NH)‐free pyrroles proceeded smoothly to afford 2‐acylpyrrole scaffolds of high biological interest.
13.
14.
Wen‐Ting Wei Xu‐Heng Yang Hai‐Bing Li Jin‐Heng Li 《Advanced Synthesis \u0026amp; Catalysis》2015,357(1):59-63
A new transition metal‐free oxidative coupling of unactivated terminal alkenes with aldehydes and hydroperoxides in the presence of 10 mol% potassium tert‐butanolate (t‐BuOK) is described thereby realizing trifunctionalization of alkenes toward 2,3‐epoxy ketones. This method is applicable to a wide range of aldehydes, including aryl and alkyl aldehydes, with excellent functional group tolerance, and provides for the one‐step assembly of 2,3‐epoxy ketones.
15.
A method to prepare highly enantioenriched azaflavanones using an organocatalytic 6‐endo aza‐Michael addition has been described. A variety of 2‐aryl‐, 2‐vinyl‐ and 2‐methylazaflavanones were prepared in good yields (53–84%) and excellent enantioselectivities (97.6:2.4 to 99.3:0.7 er).
16.
Gopal Sathishkannan Kannupal Srinivasan 《Advanced Synthesis \u0026amp; Catalysis》2014,356(4):729-735
trans‐2‐Aroyl‐3‐arylcyclopropane‐1,1‐dicarboxylates upon treatment with aluminium(III) chloride (AlCl3) underwent ring‐opening, fragmentation, recombination and lactonization to give highly substituted 2‐pyrones. Alternatively, when treated with titanium(IV) chloride (TiCl4), the cyclopropane diesters underwent a Nazarov cyclization to afford 1‐indanones with high diastereoselectivity.
17.
Jaya KishoreVandavasi Wan‐Ping Hu Gopal ChandruSenadi Hui‐Ting Chen Hsing‐Yin Chen Kuang‐Chan Hsieh Jeh‐Jeng Wang 《Advanced Synthesis \u0026amp; Catalysis》2015,357(13):2788-2794
A mild and efficient transition metal‐free approach has been developed for the synthesis of highly substituted chiral morpholines from alkenols by amino acid‐derived iodine(III) reagents via a 6‐exo‐trig cyclization. The key features of this work include the formation of three chiral centers with a high diastereomeric ratio, broad functional group compatibility, and atom/time economic methodology.
18.
Haiying Zhan Limin Zhao Jinqiang Liao Naiying Li Qinlin Chen Shuxian Qiu Hua Cao 《Advanced Synthesis \u0026amp; Catalysis》2015,357(1):46-50
A convenient gold‐catalyzed strategy for the synthesis of imidazo[1,2‐a]pyridine derivatives has been developed via gold carbene complexes. This transformation opens a new synthetic route to a variety of 3‐carbonyl‐substituted imidazo[1,2‐a]pyridines using air as oxidant affording the products in good yields.
19.
Yeong Mi Chae Jun Sung Bae Jong Hun Moon Jin Yong Lee Jaesook Yun 《Advanced Synthesis \u0026amp; Catalysis》2014,356(4):843-849
The selective copper‐catalyzed borylation of silylalkynes in the presence of a diboron reagent and methanol produced a variety of (Z)‐β‐(borylvinyl)silanes. The appropriate use of a selective ligand for copper allows the chemo‐, regio‐, and stereoselective monoborylation of silylalkynes. The β‐regioselectivity of an N‐heterocyclic carbene (NHC)‐copper catalyst was investigated by DFT calculations.
20.
Pinku Kaswan Nitesh Kumar Nandwana Brenton DeBoef Anil Kumar 《Advanced Synthesis \u0026amp; Catalysis》2016,358(13):2108-2115
An efficient protocol has been developed for the methylenation of imidazo[1,2‐a]pyridines using dimethylacetamide (DMA) as methylene source in the presence of vanadyl acetylacetonate [VO(acac)2] as the catalyst and iodobenzene diacetate as the oxidant. The reaction involves coupling of sp3‐ and sp2‐hybridized carbons and proceeds through the formation of an iminium ion. A wide variety of imidazo[1,2‐a]pyridines were converted to bis(imidazo[1,2‐a]pyridin‐3‐yl)methanes in good to excellent yields. A gram‐scale reaction demonstrated the potential for the scale‐up processes.