Literature DB >> 10458811

Rhodium(I)-Catalyzed

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Abstract

The regiospecific introduction of substituents into the 4-position of 2,3-dihydroindoles (indolines), which is significant for the synthesis of various natural products and pharmaceuticals, was achieved by rhodium(I)-catalyzed cyclotrimerizations of 1 with acetylene to give 2. Up to four substituents can be introduced simultaneously into the indoline core by using this novel strategy. R=OH, OBzl, Otetrahydropyranyl, NHSO(2)C(6)H(4)CH(3); Ts=H(3)CC(6)H(4)SO(2).

Entities:  

Year:  1999        PMID: 10458811

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  14 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

Review 2.  Chemistry of polyvalent iodine.

Authors:  Viktor V Zhdankin; Peter J Stang
Journal:  Chem Rev       Date:  2008-12       Impact factor: 60.622

3.  SYNTHESIS OF YNAMIDES BY N-ALKYNYLATION OF AMINE DERIVATIVES. PREPARATION OF N-ALLYL-N-(METHOXYCARBONYL)-1,3-DECADIYNYLAMINE.

Authors:  Amanda L Kohnen; Joshua R Dunetz; Rick L Danheiser
Journal:  Organic Synth       Date:  2007

4.  S3S63 Terminal Ynamides: Synthesis, Coupling Reactions and Additions to Common Electrophiles.

Authors:  Andrea M Cook; Christian Wolf
Journal:  Tetrahedron Lett       Date:  2015-05-06       Impact factor: 2.415

5.  Intermolecular rhodium-catalyzed [2+2+2] carbocyclization reactions of 1,6-enynes with symmetrical and unsymmetrical alkynes.

Authors:  P Andrew Evans; James R Sawyer; Kwong Wah Lai; John C Huffman
Journal:  Chem Commun (Camb)       Date:  2005-07-07       Impact factor: 6.222

6.  Catalytic enantioselective nucleophilic addition of ynamides to aldehydes.

Authors:  Andrea M Cook; Christian Wolf
Journal:  Chem Commun (Camb)       Date:  2014-02-12       Impact factor: 6.222

7.  Efficient Access to Multifunctional Trifluoromethyl Alcohols through Base-Free Catalytic Asymmetric C-C Bond Formation with Terminal Ynamides.

Authors:  Andrea M Cook; Christian Wolf
Journal:  Angew Chem Int Ed Engl       Date:  2016-01-25       Impact factor: 15.336

8.  From solvolysis to self-assembly.

Authors:  Peter J Stang
Journal:  J Org Chem       Date:  2009-01-02       Impact factor: 4.354

9.  Copper-mediated N-alkynylation of carbamates, ureas, and sulfonamides. A general method for the synthesis of ynamides.

Authors:  Joshua R Dunetz; Rick L Danheiser
Journal:  Org Lett       Date:  2003-10-16       Impact factor: 6.005

10.  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

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