Literature DB >> 18611034

Preparation of aryloxetanes and arylazetidines by use of an alkyl-aryl suzuki coupling.

Matthew A J Duncton1, M Angels Estiarte, Darlene Tan, Carl Kaub, Donogh J R O'Mahony, Russell J Johnson, Matthew Cox, William T Edwards, Min Wan, John Kincaid, Michael G Kelly.   

Abstract

The oxetan-3-yl and azetidin-3-yl substituents have previously been identified as privileged motifs within medicinal chemistry. An efficient approach to installing these two modules into aromatic systems, using a nickel-mediated alkyl-aryl Suzuki coupling, is presented.

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Year:  2008        PMID: 18611034     DOI: 10.1021/ol8011327

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  8 in total

1.  Nickel-catalyzed cross-coupling of potassium aryl- and heteroaryltrifluoroborates with unactivated alkyl halides.

Authors:  Gary A Molander; O Andreea Argintaru; Ioana Aron; Spencer D Dreher
Journal:  Org Lett       Date:  2010-11-19       Impact factor: 6.005

Review 2.  Controlled microwave heating in modern organic synthesis: highlights from the 2004-2008 literature.

Authors:  C Oliver Kappe; Doris Dallinger
Journal:  Mol Divers       Date:  2009-04-21       Impact factor: 2.943

3.  Investigating 3,3-diaryloxetanes as potential bioisosteres through matched molecular pair analysis.

Authors:  Maryne A J Dubois; Rosemary A Croft; Yujie Ding; Chulho Choi; Dafydd R Owen; James A Bull; James J Mousseau
Journal:  RSC Med Chem       Date:  2021-10-06

4.  Organozinc Chemistry Enabled by Micellar Catalysis. Palladium-Catalyzed Cross-Couplings between Alkyl and Aryl Bromides in Water at Room Temperature.

Authors:  Christophe Duplais; Arkady Krasovskiy; Bruce H Lipshutz
Journal:  Organometallics       Date:  2011-11-21       Impact factor: 3.876

5.  Synthesis of di-, tri-, and tetrasubstituted oxetanes by rhodium-catalyzed O-H insertion and C-C bond-forming cyclization.

Authors:  Owen A Davis; James A Bull
Journal:  Angew Chem Int Ed Engl       Date:  2014-10-14       Impact factor: 15.336

6.  C7-derivatization of C3-alkylindoles including tryptophans and tryptamines.

Authors:  Richard P Loach; Owen S Fenton; Kazuma Amaike; Dustin S Siegel; Erhan Ozkal; Mohammad Movassaghi
Journal:  J Org Chem       Date:  2014-11-10       Impact factor: 4.354

Review 7.  Cobalt-Catalyzed (Hetero)arylation of Saturated Cyclic Amines with Grignard Reagents.

Authors:  Baptiste Barré; Laurine Gonnard; Amandine Guérinot; Janine Cossy
Journal:  Molecules       Date:  2018-06-14       Impact factor: 4.411

8.  Merging Halogen-Atom Transfer (XAT) and Copper Catalysis for the Modular Suzuki-Miyaura-Type Cross-Coupling of Alkyl Iodides and Organoborons.

Authors:  Zhenhua Zhang; Bartosz Górski; Daniele Leonori
Journal:  J Am Chem Soc       Date:  2022-01-21       Impact factor: 16.383

  8 in total

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