Literature DB >> 17489599

A rhodium(I)-catalyzed demethylation-cyclization of o-anisole-substituted ynamides in the synthesis of chiral 2-amido benzofurans.

Jossian Oppenheimer1, Whitney L Johnson, Michael R Tracey, Richard P Hsung, Pei-Yuan Yao, Renhe Liu, Kang Zhao.   

Abstract

A Rh(I)-catalyzed demethylation-cyclization sequence for a direct transformation of o-anisole-substituted ynamides to benzofurans is described here. The Ag salt functions synergistically with Rh(I) for the key demethylation step.

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Year:  2007        PMID： 17489599     DOI： 10.1021/ol0707362

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


  9 in total

Review 1.  Ynamides: a modern functional group for the new millennium.

Authors:  Kyle A DeKorver; Hongyan Li; Andrew G Lohse; Ryuji Hayashi; Zhenjie Lu; Yu Zhang; Richard P Hsung
Journal:  Chem Rev       Date:  2010-09-08       Impact factor: 60.622

2.  Copper-catalyzed Ficini [2 + 2] cycloaddition of ynamides.

Authors:  Hongyan Li; Richard P Hsung; Kyle A DeKorver; Yonggang Wei
Journal:  Org Lett       Date:  2010-09-03       Impact factor: 6.005

3.  A highly stereoselective synthesis of chiral alpha-amino-beta-lactams via the Kinugasa reaction employing ynamides.

Authors:  Xuejun Zhang; Richard P Hsung; Hongyan Li; Yu Zhang; Whitney L Johnson; Ruth Figueroa
Journal:  Org Lett       Date:  2008-07-10       Impact factor: 6.005

4.  Synthesis of alpha-keto-imides via oxidation of ynamides.

Authors:  Ziyad F Al-Rashid; Whitney L Johnson; Richard P Hsung; Yonggang Wei; Pei-Yuan Yao; Renhei Liu; Kang Zhao
Journal:  J Org Chem       Date:  2008-10-21       Impact factor: 4.354

5.  A sequential metal-catalyzed C-N bond formation in the synthesis of 2-amido-indoles.

Authors:  Pei-Yuan Yao; Yu Zhang; Richard P Hsung; Kang Zhao
Journal:  Org Lett       Date:  2008-08-28       Impact factor: 6.005

6.  Synthesis of amidines using N-allyl ynamides. A palladium-catalyzed allyl transfer through an ynamido-pi-allyl complex.

Authors:  Yu Zhang; Kyle A DeKorver; Andrew G Lohse; Yan-Shi Zhang; Jian Huang; Richard P Hsung
Journal:  Org Lett       Date:  2009-02-19       Impact factor: 6.005

7.  A Rhodium(I)-Xylyl-BINAP Catalyzed Asymmetric Ynamide-[2 + 2 + 2] Cycloaddition in the Synthesis of Optically Enriched N,O-Biaryls.

Authors:  Jossian Oppenheimer; Whitney L Johnson; Ruth Figueroa; Ryuji Hayashi; Richard P Hsung
Journal:  Tetrahedron       Date:  2009-06-27       Impact factor: 2.457

Review 8.  Synthetically important ring opening reactions by alkoxybenzenes and alkoxynaphthalenes.

Authors:  Ranadeep Talukdar
Journal:  RSC Adv       Date:  2020-08-25       Impact factor: 4.036

9.  1,2-N-migration in a gold-catalysed synthesis of functionalised indenes by the 1,1-carboalkoxylation of ynamides.

Authors:  Holly V Adcock; Thomas Langer; Paul W Davies
Journal:  Chemistry       Date:  2014-05-14       Impact factor: 5.236
  9 in total

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