Literature DB >> 29430295

Diastereoselective One Pot Five-Component Reaction toward 4-(Tetrazole)-1,3-Oxazinanes.

Ajay L Chandgude1, Daniele Narducci1, Katarzyna Kurpiewska2, Justyna Kalinowska-Tłuścik2, Alexander Dömling1.   

Abstract

A diastereoselective one pot five-component reaction toward the synthesis of 4-(tetrazole)-1,3-oxazinanes has been reported. The sonication-accelerated, catalyst-free, simple, general and highly time efficient, Asinger-Ugi-tetrazole reaction was used for the synthesis of diverse 4-(tetrazole)-1,3-oxazinanes. The reaction exhibit excellent diastereoselectivity and broad substrate scope.

Entities:  

Year:  2017        PMID： 29430295      PMCID： PMC5802416          DOI： 10.1039/C7RA07392E

Source DB:  PubMed          Journal:  RSC Adv        ISSN： 2046-2069            Impact factor:   3.361


  20 in total

1.  Design and discovery of 2-(4-(1H-tetrazol-5-yl)-1H-pyrazol-1-yl)-4-(4-phenyl)thiazole derivatives as cardiotonic agents via inhibition of PDE3.

Authors:  Li-Min Duan; Hong-Ying Yu; Yan-Long Li; Chun-Juan Jia
Journal:  Bioorg Med Chem       Date:  2015-08-07       Impact factor: 3.641

2.  Functional characterization of Tet-AMPA [tetrazolyl-2-amino-3-(3-hydroxy-5-methyl- 4-isoxazolyl)propionic acid] analogues at ionotropic glutamate receptors GluR1-GluR4. The molecular basis for the functional selectivity profile of 2-Bn-Tet-AMPA.

Authors:  Anders A Jensen; Thomas Christesen; Ulrik Bølcho; Jeremy R Greenwood; Giovanna Postorino; Stine B Vogensen; Tommy N Johansen; Jan Egebjerg; Hans Bräuner-Osborne; Rasmus P Clausen
Journal:  J Med Chem       Date:  2007-08-02       Impact factor: 7.446

3.  Efficient sensitization of lanthanide luminescence by tetrazole-based polydentate ligands.

Authors:  Marion Giraud; Eugen S Andreiadis; Alexander S Fisyuk; Renaud Demadrille; Jacques Pécaut; Daniel Imbert; Marinella Mazzanti
Journal:  Inorg Chem       Date:  2008-04-25       Impact factor: 5.165

4.  Synthesis and activity of novel tetrazole compounds and their pyrazole-4-carbonitrile precursors against Leishmania spp.

Authors:  Jéssica V Faria; Maurício S dos Santos; Alice M R Bernardino; Klaus M Becker; Gérzia M C Machado; Raquel F Rodrigues; Marilene M Canto-Cavalheiro; Leonor L Leon
Journal:  Bioorg Med Chem Lett       Date:  2013-10-01       Impact factor: 2.823

Review 5.  A review of syntheses of 1,5-disubstituted tetrazole derivatives.

Authors:  Afshin Sarvary; Ali Maleki
Journal:  Mol Divers       Date:  2014-10-02       Impact factor: 2.943

6.  Concise one-pot preparation of unique bis-pyrrolidinone tetrazoles.

Authors:  Steven Gunawan; Joachim Petit; Christopher Hulme
Journal:  ACS Comb Sci       Date:  2012-02-15       Impact factor: 3.784

7.  Discovery and preclinical profile of teneligliptin (3-[(2S,4S)-4-[4-(3-methyl-1-phenyl-1H-pyrazol-5-yl)piperazin-1-yl]pyrrolidin-2-ylcarbonyl]thiazolidine): a highly potent, selective, long-lasting and orally active dipeptidyl peptidase IV inhibitor for the treatment of type 2 diabetes.

Authors:  Tomohiro Yoshida; Fumihiko Akahoshi; Hiroshi Sakashita; Hiroshi Kitajima; Mitsuharu Nakamura; Shuji Sonda; Masahiro Takeuchi; Yoshihito Tanaka; Naoko Ueda; Sumie Sekiguchi; Takayuki Ishige; Kyoko Shima; Mika Nabeno; Yuji Abe; Jun Anabuki; Aki Soejima; Kumiko Yoshida; Yoko Takashina; Shinichi Ishii; Satoko Kiuchi; Sayaka Fukuda; Reiko Tsutsumiuchi; Keigo Kosaka; Takahiro Murozono; Yoshinobu Nakamaru; Hiroyuki Utsumi; Naoya Masutomi; Hiroyuki Kishida; Ikuko Miyaguchi; Yoshiharu Hayashi
Journal:  Bioorg Med Chem       Date:  2012-08-17       Impact factor: 3.641

8.  Synthesis of tetrazole-derived organocatalysts via azido-Ugi reaction with cyclic ketimines.

Authors:  Olga I Shmatova; Valentine G Nenajdenko
Journal:  J Org Chem       Date:  2013-09-05       Impact factor: 4.354

9.  De Novo Assembly of Highly Substituted Morpholines and Piperazines.

Authors:  Pravin Patil; Rudrakshula Madhavachary; Katarzyna Kurpiewska; Justyna Kalinowska-Tłuścik; Alexander Dömling
Journal:  Org Lett       Date:  2017-01-19       Impact factor: 6.005

10.  Cytotoxic and antioxidant compounds from the stem bark of Goniothalamus tapisoides Mat Salleh.

Authors:  Rosalind Pei Theng Kim; Vicky Bihud; Khalit Bin Mohamad; Kok Hoong Leong; Jamaludin Bin Mohamad; Fasihuddin Bin Ahmad; Hazrina Hazni; Noraini Kasim; Siti Nadiah Abdul Halim; Khalijah Awang
Journal:  Molecules       Date:  2012-12-21       Impact factor: 4.411
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  1 in total

1.  Stereodivergent access to all four stereoisomers of chiral tetrahydrobenzo[f][1,4]oxazepines, through highly diastereoselective multicomponent Ugi-Joullié reaction.

Authors:  Alessandro Pinna; Andrea Basso; Chiara Lambruschini; Lisa Moni; Renata Riva; Valeria Rocca; Luca Banfi
Journal:  RSC Adv       Date:  2020-01-03       Impact factor: 3.361
  1 in total

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