Literature DB >> 18763045

Multicomponent synthesis of benzoxazinones via tandem Ugi/Mitsunobu reactions: an unexpected cine-substitution.

Luca Banfi1, Andrea Basso, Giuseppe Guanti, Paulina Lecinska, Renata Riva.   

Abstract

A short (2 steps) synthesis of diverse benzoxazinones by coupling the Ugi multicomponent reaction with an intramolecular Mitsunobu substitution is reported. The cyclization step proceeds via an unexpected cine substitution.

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Year:  2008        PMID： 18763045     DOI： 10.1007/s11030-008-9087-7

Source DB:  PubMed          Journal:  Mol Divers        ISSN： 1381-1991            Impact factor:   2.943


  14 in total

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3.  A new class of 1,3-benzoxazinones as potential cetral nervous system agents.

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Journal:  J Med Chem       Date:  1970-09       Impact factor: 7.446

4.  Synthesis and structure-activity relationship of spiro[isochroman-piperidine] analogs for inhibition of histamine release. II.

Authors:  M Yamato; K Hashigaki; A Tsutsumi; K Tasaka
Journal:  Chem Pharm Bull (Tokyo)       Date:  1981-12       Impact factor: 1.645

5.  Solvation enthalpies as descriptors of structure--in vitro percutaneous permeation relationship of benzoxazinones regioisomers.

Authors:  P Minghetti; A Casiraghi; F Cilurzo; L Montanari; M V Monzani; G Bertolini; A Zaliani
Journal:  Farmaco       Date:  2000-08

6.  An efficient synthesis of morpholin-2-one derivatives using glycolaldehyde dimer by the Ugi multicomponent reaction.

Authors:  Y B Kim; E H Choi; G Keum; S B Kang; D H Lee; H Y Koh; Y Kim
Journal:  Org Lett       Date:  2001-12-27       Impact factor: 6.005

7.  The use of the Ugi four-component condensation.

Authors:  Stefano Marcaccini; Tomás Torroba
Journal:  Nat Protoc       Date:  2007       Impact factor: 13.491

8.  Dual PPAR-alpha and -gamma activators derived from novel benzoxazinone containing thiazolidinediones having antidiabetic and hypolipidemic potential.

Authors:  Gurram R Madhavan; Ranjan Chakrabarti; K Anantha Reddy; B M Rajesh; V Balraju; P Bheema Rao; R Rajagopalan; Javed Iqbal
Journal:  Bioorg Med Chem       Date:  2005-09-28       Impact factor: 3.641

Review 9.  Rapid assembly of molecular diversity via exploitation of isocyanide-based multi-component reactions.

Authors:  Christopher Hulme; Thomas Nixey
Journal:  Curr Opin Drug Discov Devel       Date:  2003-11

10.  New antianginal nitro esters with reduced hypotensive activity. Synthesis and pharmacological evaluation of 3-[(nitrooxy)alkyl]-2H-1,3-benzoxazin-4(3H)-ones.

Authors:  F Benedini; G Bertolini; R Cereda; G Donà; G Gromo; S Levi; J Mizrahi; A Sala
Journal:  J Med Chem       Date:  1995-01-06       Impact factor: 7.446
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  2 in total

1.  Multicomponent synthesis of dihydrobenzoxazepinones, bearing four diversity points, as potential α-helix mimics.

Authors:  Luca Banfi; Andrea Basso; Valentina Cerulli; Giuseppe Guanti; Paulina Lecinska; Ilaria Monfardini; Renata Riva
Journal:  Mol Divers       Date:  2009-11-28       Impact factor: 2.943

2.  Synthesis of conformationally constrained tricyclic beta-lactam enantiomers through Ugi four-center three-component reactions of a monoterpene-based beta-amino acid.

Authors:  Zsolt Szakonyi; Reijo Sillanpää; Ferenc Fülöp
Journal:  Mol Divers       Date:  2009-04-15       Impact factor: 2.943
  2 in total

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