Literature DB >> 17243709

Ru-catalyzed intermolecular [3+2+1] cycloaddition of alpha,beta-unsaturated ketones with silylacetylenes and carbon monoxide leading to alpha-pyrones.

Takahide Fukuyama1, Yuki Higashibeppu, Ryo Yamaura, Ilhyong Ryu.   

Abstract

Ruthenium catalyzes a carbonylative [3+2+1] cycloaddition, using silylacetylenes, alpha,beta-unsaturated ketones, and CO as the starting materials, providing the new method for the synthesis of tetrasubstituted alpha-pyrones. In this reaction, the carbonyl group and alpha-carbon of vinyl ketones are incorporated as a three-atom assembling unit. [reaction: see text].

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Year:  2007        PMID: 17243709     DOI: 10.1021/ol062807n

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


  7 in total

1.  Nickel/zinc-catalyzed decarbonylative addition of anhydrides to alkynes: a DFT study.

Authors:  Qingxi Meng; Ming Li
Journal:  J Mol Model       Date:  2013-08-17       Impact factor: 1.810

2.  Dirhodium(II)-catalyzed formal [3+2+1]-annulation of azomethine imines with two molecules of a diazo ketone.

Authors:  Xinfang Xu; Xichen Xu; Peter Y Zavalij; Michael P Doyle
Journal:  Chem Commun (Camb)       Date:  2013-04-07       Impact factor: 6.222

3.  Complex alpha-pyrones synthesized by a gold-catalyzed coupling reaction.

Authors:  Tuoping Luo; Stuart L Schreiber
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

Review 4.  Ruthenium-Catalyzed Cycloadditions to Form Five-, Six-, and Seven-Membered Rings.

Authors:  Rosalie S Doerksen; Tomáš Hodík; Guanyu Hu; Nancy O Huynh; William G Shuler; Michael J Krische
Journal:  Chem Rev       Date:  2021-02-12       Impact factor: 60.622

Review 5.  Recent advances in the synthesis of 2-pyrones.

Authors:  Jong Seok Lee
Journal:  Mar Drugs       Date:  2015-03-23       Impact factor: 5.118

6.  Base Mediated Tandem Vinylogous Addition and Cyclization of γ-Phosphonyl/Sulfonyl Crotonates and Ynones: Synthesis of Functionalized 2-Pyrones.

Authors:  Matam Parameshwar; Manda Rajesh; Sridhar Balasubramanian; Maddi Sridhar Reddy
Journal:  ACS Omega       Date:  2019-10-30

7.  A formal [3 + 3] cycloaddition of allenyl imide and activated ketones for the synthesis of tetrasubstituted 2-pyrones.

Authors:  Yu-Hao Wang; De-Hua Zhang; Ze-Hun Cao; Wang-Lai Li; Yi-Yong Huang
Journal:  RSC Adv       Date:  2021-02-26       Impact factor: 3.361

  7 in total

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