Literature DB >> 15826170

The direct acyl-alkylation of arynes.

Uttam K Tambar1, Brian M Stoltz.   

Abstract

An efficient and mild acyl-alkylation of arynes is described. The method is used to synthesize medium-sized carbocycles by the ring-expansion of cyclic beta-ketoesters.

Entities:  

Year:  2005        PMID: 15826170     DOI: 10.1021/ja050859m

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  36 in total

1.  Synthesis of xanthones, thioxanthones, and acridones by the coupling of arynes and substituted benzoates.

Authors:  Jian Zhao; Richard C Larock
Journal:  J Org Chem       Date:  2007-01-19       Impact factor: 4.354

2.  A theoretical study of cyclohexyne addition to carbonyl-Cα bonds: allowed and forbidden electrocyclic and nonpericyclic ring-openings of strained cyclobutenes.

Authors:  C Avery Sader; K N Houk
Journal:  J Org Chem       Date:  2012-05-11       Impact factor: 4.354

3.  A Benzyne Insertion Approach to Hetisine-Type Diterpenoid Alkaloids: Synthesis of Cossonidine (Davisine).

Authors:  Kevin G M Kou; Jason J Pflueger; Toshihiro Kiho; Louis C Morrill; Ethan L Fisher; Kyle Clagg; Terry P Lebold; Jessica K Kisunzu; Richmond Sarpong
Journal:  J Am Chem Soc       Date:  2018-06-19       Impact factor: 15.419

4.  Pd-catalyzed enantioselective aerobic oxidation of secondary alcohols: applications to the total synthesis of alkaloids.

Authors:  Shyam Krishnan; Jeffrey T Bagdanoff; David C Ebner; Yeeman K Ramtohul; Uttam K Tambar; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2008-09-18       Impact factor: 15.419

5.  Silylaryl Halides Can Replace Triflates as Aryne Precursors.

Authors:  Milad Mesgar; Olafs Daugulis
Journal:  Org Lett       Date:  2016-07-14       Impact factor: 6.005

6.  Synthetic Studies toward the Hamigerans with a 6-7-5 Tricyclic Core.

Authors:  Baiyang Jiang; Mingji Dai
Journal:  Org Lett       Date:  2020-05-13       Impact factor: 6.005

7.  Synthesis of 9-fluorenylidenes and 9,10-phenanthrenes through palladium-catalyzed aryne annulation by o-halostyrenes and o-halo allylic benzenes.

Authors:  Shilpa A Worlikar; Richard C Larock
Journal:  J Org Chem       Date:  2009-12-04       Impact factor: 4.354

8.  New Hindered Amide Base for Aryne Insertion into Si-P, Si-S, Si-N, and C-C Bonds.

Authors:  Milad Mesgar; Justin Nguyen-Le; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2018-10-10       Impact factor: 15.419

9.  Intermolecular C-O Addition of Carboxylic Acids to Arynes: Synthesis of o-Hydroxyaryl Ketones, Xanthones, 4-Chromanones, and Flavones.

Authors:  Anton V Dubrovskiy; Richard C Larock
Journal:  Tetrahedron       Date:  2013-02-04       Impact factor: 2.457

10.  Enamide-benzyne-[2 + 2] cycloaddition: stereoselective tandem [2 + 2]-pericyclic ring-opening-intramolecular N-tethered [4 + 2] cycloadditions.

Authors:  John B Feltenberger; Ryuji Hayashi; Yu Tang; Eric S C Babiash; Richard P Hsung
Journal:  Org Lett       Date:  2009-08-20       Impact factor: 6.005

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