Literature DB >> 15755120

Rh(I)-catalyzed cyclization of 1-arylprop-2-yn-1-ol derivatives utilizing rhodium 1,4-migration.

Hokuto Yamabe1, Akio Mizuno, Hiroyuki Kusama, Nobuharu Iwasawa.   

Abstract

A highly useful method for the construction of cyclopentanone derivatives fused with aromatic ring based on hydrorhodation-1,4-rhodium migration sequence is achieved. Treatment of 1-aryl-prop-2-yn-1-ols, which are easily accessible via an addition of acetylides to the corresponding aryl aldehydes, with a catalytic amount of [Rh(cod)2]2(BF4) and P(p-tolyl)3 in the presence of a base gives cyclopentanone derivatives in moderate to good yield.

Entities:  

Year:  2005        PMID: 15755120     DOI: 10.1021/ja042581o

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


  5 in total

1.  Pt-catalyzed pentannulations from in situ generated metallo-carbenoids utilizing propargylic esters.

Authors:  B A Bhanu Prasad; Francis K Yoshimoto; Richmond Sarpong
Journal:  J Am Chem Soc       Date:  2005-09-14       Impact factor: 15.419

2.  Distal-Bond-Selective C-C Activation of Ring-Fused Cyclopentanones: An Efficient Access to Spiroindanones.

Authors:  Ying Xia; Jianbo Wang; Guangbin Dong
Journal:  Angew Chem Int Ed Engl       Date:  2017-01-23       Impact factor: 15.336

3.  2-(1-Hydroxypropyn-2-yl)-1-vinylpyrroles: the first successful Favorsky ethynylation of pyrrolecarbaldehydes.

Authors:  A V Ivanov; V S Shcherbakova; I A Ushakov; L N Sobenina; O V Petrova; A I Mikhaleva; B A Trofimov
Journal:  Beilstein J Org Chem       Date:  2015-02-10       Impact factor: 2.883

4.  Arylative Intramolecular Allylation of Ketones with 1,3-Enynes Enabled by Catalytic Alkenyl-to-Allyl 1,4-Rhodium(I) Migration.

Authors:  Benjamin M Partridge; Michael Callingham; William Lewis; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2017-05-19       Impact factor: 15.336

5.  Propargylation of CoQ0 through the Redox Chain Reaction.

Authors:  Robert Pawlowski; Maciej Stodulski; Jacek Mlynarski
Journal:  J Org Chem       Date:  2021-12-21       Impact factor: 4.354

  5 in total

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