One-pot preparation of pyrrole derivatives via the copper-catalyzed [4+1] annulation of propargylic amines with ethyl glyoxylate and phenylglyoxal in the presence of piperidine

[1]  Vincent Tognetti,et al.  Bi(OTf)3‐Catalysed Access to 2,3‐Substituted Isoindolinones and Tricyclic N,O‐Acetals by Trapping of Bis‐N‐Acyliminium Species in a Tandem Process , 2016 .

[2]  C. Deutsch,et al.  One-Pot Synthesis of Functionalized β-Fluoroalkylated Mannich-Type Products from N-Aryl N,O-Acetals , 2016 .

[3]  Chao Liu,et al.  A palladium-catalyzed arylation of N-acyl-N,O-acetals with arylboronic reagents: synthesis of diarylmethylamines protected by easily removable acyl group , 2015 .

[4]  T. Konakahara,et al.  Copper(I)-catalyzed coupling reaction of aryl boronic acids with N,O-acetals and N,N-aminals under atmosphere leading to α-aryl glycine derivatives and diarylmethylamine derivatives , 2015 .

[5]  Yohei Ogiwara,et al.  Copper(II)‐Catalyzed [4+1] Annulation of Propargylamines with N,O‐Acetals: Entry to the Synthesis of Polysubstituted Pyrrole Derivatives , 2015 .

[6]  S. Bew,et al.  Synergistic Gold(I)/Trimethylsilyl Catalysis: Efficient Alkynylation of N,O-Acetals and Related Pro-Electrophiles , 2014 .

[7]  J. Menéndez,et al.  Recent advances in the synthesis of pyrroles by multicomponent reactions. , 2014, Chemical Society reviews.

[8]  A. Ganesan,et al.  Intra- and intermolecular alkylation of N,O-acetals and π-activated alcohols catalyzed by in situ generated acid. , 2014, The Journal of organic chemistry.

[9]  A. Jafari,et al.  Facial Preparation of Sulfonic Acid‐Functionalized Magnetite‐Coated Maghemite as a Magnetically Separable Catalyst for Pyrrole Synthesis , 2013 .

[10]  J. Menéndez,et al.  Three-component access to pyrroles promoted by the CAN-silver nitrate system under high-speed vibration milling conditions: a generalization of the Hantzsch pyrrole synthesis. , 2013, Chemical communications.

[11]  Phil Ho Lee,et al.  Iron(III)-catalyzed Conia-ene cyclization of 2-alkynic 1,3-dicarbonyl compounds. , 2012, The Journal of organic chemistry.

[12]  A. Osuka,et al.  Synthesis of 1,2-disubstituted cyclopentenes by palladium-catalyzed reaction of homopropargyl-substituted dicarbonyl compounds with organic halides via 5-endo-dig cyclization. , 2012, Organic letters.

[13]  Ignacio Colomer,et al.  Enantioselective cyclizations of silyloxyenynes catalyzed by cationic metal phosphine complexes. , 2012, Journal of the American Chemical Society.

[14]  T. Konakahara,et al.  Copper-catalyzed [5+1] annulation of 2-ethynylanilines with an N,O-acetal leading to construction of quinoline derivatives. , 2012, Organic letters.

[15]  B. Kräutler,et al.  3,5-Dihydro-2H-thieno[2,3-c]pyrrole 1,1-Dioxide – A New Simple Pyrrole Unit. Preliminary Communication , 2010 .

[16]  N. Iwasawa,et al.  Rhodium(I)-catalyzed [4+1] cycloaddition reactions of alpha,beta-unsaturated imines with terminal alkynes for the preparation of pyrrole derivatives. , 2009, Angewandte Chemie.

[17]  H. Ghafuri,et al.  Iron-Catalyzed Inexpensiveand Practical Synthesis of N-Substituted Pyrroles in Water , 2009 .

[18]  W. Frank,et al.  Three-component synthesis of N-Boc-4-iodopyrroles and sequential one-pot alkynylation. , 2009, Organic letters.

[19]  B. Arndtsen,et al.  A direct phosphine-mediated synthesis of pyrroles from acid chlorides and alpha,beta-unsaturated imines. , 2009, Organic letters.

[20]  Xue-Yuan Liu,et al.  New insight into Ni(II)-catalyzed cyclization reactions of propargylic compounds with soft nucleophiles: novel indenes formation. , 2008, The Journal of organic chemistry.

[21]  J. Barluenga,et al.  Iodocarbocyclization Reaction of β-Ketoesters and Alkynes , 2007 .

[22]  K. Scheidt,et al.  Microwave-assisted Piloty-Robinson synthesis of 3,4-disubstituted pyrroles. , 2007, The Journal of organic chemistry.

[23]  R. E. Plata,et al.  Remarkable solvent effect in Barton-Zard pyrrole synthesis : application in an efficient one-step synthesis of pyrrole derivatives , 2006 .

[24]  R. Rossi,et al.  Synthesis and Biological Activity of Pyrrole, Pyrroline and Pyrrolidine Derivatives with Two Aryl Groups on Adjacent Positions , 2006 .

[25]  E. Pelkey,et al.  Regiocontrolled synthesis of pyrrole-2-carboxaldehydes and 3-pyrrolin-2-ones from pyrrole Weinreb amides. , 2006, The Journal of organic chemistry.

[26]  J. H. Ryan,et al.  A new and high yielding synthesis of unstable pyrroles via a modified Clauson-Kaas reaction. , 2006 .

[27]  M. Taddei,et al.  Microwave‐Assisted Paal–Knorr Reaction – Three‐Step Regiocontrolled Synthesis of Polysubstituted Furans, Pyrroles and Thiophenes , 2005 .

[28]  S. Dasgupta,et al.  A straightforward highly efficient Paal–Knorr synthesis of pyrroles , 2005 .

[29]  F. Toste,et al.  Gold(I)-catalyzed 5-endo-dig carbocyclization of acetylenic dicarbonyl compounds. , 2004, Angewandte Chemie.

[30]  H. W. Scheeren,et al.  Microwave mediated facile one-pot synthesis of polyarylpyrroles from but-2-ene- and but-2-yne-1,4-diones , 2004 .

[31]  N. Iwasawa,et al.  An Efficient Method for Cyclopentene Annulation onto α,β-Unsaturated Ketones: W(CO)5(L)-Catalyzed 5-Endo-Dig Cyclization of 6-Siloxy-5-en-1-ynes , 2002 .

[32]  N. Iwasawa,et al.  Reactions of iodinated vinylidene complexes generated from 1-iodo-1-alkynes and W(CO)5(thf). , 2002, Journal of the American Chemical Society.

[33]  N. Iwasawa,et al.  W(CO)5·THF-Catalyzed Endo-Selective Cyclization of ω-Acetylenic Silyl Enol Ethers , 1998 .

[34]  W. R. Jackson,et al.  A hydroformylation route to β-substituted pyrroles , 1991 .

[35]  D. Barton,et al.  A useful synthesis of pyrroles from nitroolefins , 1990 .

[36]  P. Dragovich,et al.  A regioselective synthesis of pyrroles via the coupling of .alpha.,.beta.-unsaturated imines with esters or N,N-dimethylformamide promoted by NbCl3(DME) , 1989 .

[37]  D. Barton,et al.  A new synthesis of pyrroles from nitroalkenes , 1985 .

[38]  H. Posvic,et al.  Variations of the Fischer and Piloty syntheses , 1974 .

[39]  Ralph G. Pearson,et al.  HARD AND SOFT ACIDS AND BASES , 1963 .

[40]  E. L. Jenner,et al.  N-Functionally Substituted Pyrroles , 1962 .

[41]  E. Stenhagen,et al.  Preparation of Cis- and Trans 2,5-Dimethoxy-2-(acetamidomethyl)-2,5-dihydrofuran, of Cis- and Trans 2,5-Dimethoxy-2-(acetamidomethyl)-tetrahydrofuran and of 1-Phenyl-2-(acetamidomethyl)-pyrrole. , 1952 .

[42]  R. Robinson,et al.  LIV.—A new synthesis of tetraphenylpyrrole , 1918 .

[43]  O. Piloty Synthese von Pyrrolderivaten: Pyrrole aus Succinylobernsteinsäureester, Pyrrole aus Azinen , 1910 .

[44]  A. Hantzsch Neue Bildungsweise von Pyrrolderivaten , 1890 .

[45]  C. Paal Synthese von Thiophen- und Pyrrolderivaten , 1885 .

[46]  L. Knorr Synthese von Pyrrolderivaten , 1884 .