118476-12-3Relevant academic research and scientific papers
Complex Annulations through Silver Carbenoid Intermediate: An Alternative Entry to Transformations of 1,2,3-Triazoles
Yang, Yuan,Yu, Jiang-Xi,Ouyang, Xuan-Hui,Li, Jin-Heng
, p. 3982 - 3985 (2017)
An alternative entry to transformations of N-sulfonyl-4-(2-(ethynyl)aryl)-1,2,3-triazoles with various generated in situ or external nucleophiles by means of silver catalysis for producing diverse functionalized isoquinolines is described. Mechanistically
Syntheses of N-Alkyl 2-Arylindoles from Saturated Ketones and 2-Arylethynylanilines via Cu-Catalyzed Sequential Dehydrogenation/Aza-Michael Addition/Annulation Cascade
Chen, Linlin,Ling, Fei,Liu, Tao,Ma, Yan,Song, Dingguo,Xiao, Lian,Xu, Min,Yu, Mengyao,Zhong, Weihui
, p. 3224 - 3233 (2020/03/23)
We describe here a Cu-catalyzed and 4-OH-TEMPO-mediated sequential dehydrogenation/aza-Michael addition/annulation cascade reaction for the construction of N-alkyl 2-arylindoles from facilely available saturated ketones and 2-arylethynylanilines. This rea
A Synthetic Route to Chiral Benzo-Fused N-Heterocycles via Sequential Intramolecular Hydroamination and Asymmetric Hydrogenation of Anilino-Alkynes
Xu, Cong,Feng, Yu,Li, Faju,Han, Jiahong,He, Yan-Mei,Fan, Qing-Hua
supporting information, p. 3979 - 3990 (2019/11/14)
An efficient sequential intramolecular hydroamination/asymmetric hydrogenation reaction under catalysis of a single chiral ruthenium complex or a binary system consisting of achiral gold complex and chiral ruthenium complex has been reported. A diverse range of enantioenriched benzo-fused N-heterocycles, including 1,2,3,4-tetrahydroquinoline, indoline, and 2,3,4,5-tetrahydro-1H-benzo[b]azepine derivatives, were obtained from anilino-alkynes in high yields (up to 98%) with moderate to excellent enantioselectivities (up to 98% ee) under mild conditions. This protocol features good functional group tolerance and high atom economy. Furthermore, this catalytic protocol is applicable to gram-scale synthesis of a naturally occurring alkaloid, (-)-Angustureine.
A one-pot synthesis of 2,2′-disubstituted diindolylmethanes (DIMs) via a sequential Sonogashira coupling and cycloisomerization/C3-functionalization of 2-iodoanilines
Kayet, Anirban,Singh, Vinod K.
, p. 6997 - 7007 (2017/09/01)
A Pd(ii)-Ag(i) catalyzed highly efficient synthesis of diindolylmethane has been developed. This transformation consists of a one-pot sequential Sonogashira coupling (and desilylation) followed by cycloisomerization/C3-functionalization of 2-iodoanilines.
Palladium-Catalyzed Construction of Tetracyclic Scaffolds via the 1,7-Enyne Carbocyclization/Iodophenol Dearomatization Cascade
Xia, Yu,Wang, Li-Jing,Wang, Jia,Chen, Si,Shen, Yi,Guo, Chun-Huan,Liang, Yong-Min
, p. 12386 - 12394 (2017/12/08)
An efficient palladium-catalyzed dearomatizing [2+2+1] carbocyclization of 1,7-enynes with iodophenols has been developed. A type of tetracyclic scaffold was built in this reaction, exhibiting a broad substrate scope with moderate to excellent yields. More importantly, this method provides a potential strategy for the synthesis of tetracyclic skeleton natural products.
Synthesis of 5,6-Dihydropyrazolo[5,1-a]isoquinolines through Indium(III)-Promoted Halocyclizations of N-Propargylic Sulfonylhydrazones
Li, Ren-Hao,Ding, Cheng-Ke,Jiang, Ya-Nan,Ding, Zong-Cang,An, Xiao-Ming,Tang, Hai-Tao,Jing, Qi-Wei,Zhan, Zhuang-Ping
supporting information, p. 1666 - 1669 (2016/04/26)
A novel method for the preparation of 5,6-dihydropyrazolo[5,1-a]isoquinoline via indium(III)-promoted halocyclizations of N-propargylic sulfonylhydrazones has been developed. The pyrazole and 3,4-dihydroisoquinoline moieties were synchronously formed via
Gold-catalyzed transformation of 2-alkynyl arylazides: Efficient access to the valuable pseudoindoxyl and indolyl frameworks
Wetzel, Alexander,Gagosz, Fabien
supporting information; experimental part, p. 7354 - 7358 (2011/09/16)
An element of surprise: A series of functionalized 2-alkynyl arylazides has beed converted into 3-substituted indoles or 2,2-disubstituted indolin-3-ones in the presence of a gold(I) complex. Various oxygen or aryl nucleophiles can be used in this process to trap the intermediate α-imino gold carbene. The structural motifs of the products are found in a large variety of biologically active compounds and natural products. Copyright
Synthesis of β- And γ-carbolines via ruthenium and rhodium catalysed [2+2+2] cycloadditions of yne-ynamides with methylcyanoformate
Nissen, Felix,Richard, Vincent,Alayrac, Carole,Witulski, Bernhard
supporting information; experimental part, p. 6656 - 6658 (2011/06/27)
A flexible approach towards substituted β- and γ-carbolines based on transition metal catalysed [2+2+2] cycloaddition reactions between functionalised yne-ynamides and methylcyanoformate is described. The versatility of this new reaction sequence is demon
Copper-mediated cyclization-halogenation and cyclization-cyanation reactions of β-hydroxyalkynes and o -alkynylphenols and anilines
Swamy, Nalivela Kumara,Yazici, Arife,Pyne, Stephen G.
supporting information; experimental part, p. 3412 - 3419 (2010/07/02)
The CuX (X = I, Br, Cl, CN)-mediated cyclization-halogenation and cyclization-cyanation reactions of β-hydroxyalkynes and o-alkynylphenol and -aniline derivatives give rise to 3-halo- and 3-cyanofuro[3,2-b]pyrroles, 3-iodo-, 3-bromo-, and 3-cyanobenzofurans, and 3-cyanoindoles, respectively.
Thiocarbonyl induced heterocumulenic Pauson-Khand type reaction: Expedient synthetic method for thieno[2,3-b]indol-2-ones
Saito, Takao,Nihei, Hiroshi,Otani, Takashi,Suyama, Toshiyuki,Furukawa, Naoki,Saito, Masatoshi
, p. 172 - 174 (2008/03/12)
The first examples of C=S induced Pauson-Khand type reactions are described; 2-alkynylphenyl isothiocyanates were converted to 3-substituted-2H-thieno[2,3-b]indol-2-ones in the presence of a stoichiometric amount of Mo(CO)6 or Co2(CO
