Literature DB >> 34816837

Contrasteric coupling of allenes and tetrahydroisoquinolines by iron-catalysed allenic C(sp2)-H functionalisation.

Yue Xia1, Nicholas W Wade1, Philip N Palermo1, Yidong Wang1, Yi-Ming Wang1.   

Abstract

An iron-catalysed C-H functionalisation of simple monosubstituted allenes for the synthesis of 1-tetrahydroisoquinolinyl 1,1-disubstituted allenes is reported. This transformation represents the first example of a direct conversion of allenic C-H bonds to C-C bonds through cross dehydrogenative coupling. The optimized protocol features broad scope and employs mild, functional group tolerant conditions.

Entities:  

Year:  2021        PMID: 34816837      PMCID: PMC8665127          DOI: 10.1039/d1cc05949a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  56 in total

1.  Allenes in molecular materials.

Authors:  Pablo Rivera-Fuentes; François Diederich
Journal:  Angew Chem Int Ed Engl       Date:  2012-02-03       Impact factor: 15.336

2.  Catalytic enantioselective oxidative cross-coupling of benzylic ethers with aldehydes.

Authors:  Zhilin Meng; Shutao Sun; Huiqing Yuan; Hongxiang Lou; Lei Liu
Journal:  Angew Chem Int Ed Engl       Date:  2014-01-07       Impact factor: 15.336

3.  Towards ideal synthesis: alkenylation of aryl C-H bonds by a Fujiwara-Moritani reaction.

Authors:  Lihong Zhou; Wenjun Lu
Journal:  Chemistry       Date:  2013-12-16       Impact factor: 5.236

4.  Ruthenium(II)-Catalyzed C-H Functionalizations with Allenes: Versatile Allenylations and Allylations.

Authors:  Sachiyo Nakanowatari; Lutz Ackermann
Journal:  Chemistry       Date:  2015-09-17       Impact factor: 5.236

5.  Pyridylalanine (pal)-peptide catalyzed enantioselective allenoate additions to N-acyl imines.

Authors:  Bryan J Cowen; Lindsey B Saunders; Scott J Miller
Journal:  J Am Chem Soc       Date:  2009-05-06       Impact factor: 15.419

6.  Enantioselective total syntheses of the Ipecacuanha alkaloid emetine, the Alangium alkaloid tubulosine and a novel benzoquinolizidine alkaloid by using a domino process.

Authors:  Lutz F Tietze; Nils Rackelmann; I Müller
Journal:  Chemistry       Date:  2004-06-07       Impact factor: 5.236

7.  A visible-light-mediated oxidative C-N bond formation/aromatization cascade: photocatalytic preparation of N-arylindoles.

Authors:  Soumitra Maity; Nan Zheng
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-22       Impact factor: 15.336

8.  α-C-H Functionalization of π-Bonds Using Iron Complexes: Catalytic Hydroxyalkylation of Alkynes and Alkenes.

Authors:  Yidong Wang; Jin Zhu; Austin C Durham; Haley Lindberg; Yi-Ming Wang
Journal:  J Am Chem Soc       Date:  2019-12-05       Impact factor: 15.419

9.  Revealing the metal-like behavior of iodine: an iodide-catalysed radical oxidative alkenylation.

Authors:  Shan Tang; Yong Wu; Wenqing Liao; Ruopeng Bai; Chao Liu; Aiwen Lei
Journal:  Chem Commun (Camb)       Date:  2014-03-19       Impact factor: 6.222

10.  Iron-catalyzed α-C-H functionalization of π-bonds: cross-dehydrogenative coupling and mechanistic insights.

Authors:  Yidong Wang; Jin Zhu; Rui Guo; Haley Lindberg; Yi-Ming Wang
Journal:  Chem Sci       Date:  2020-10-16       Impact factor: 9.825

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