Literature DB >> 25689591

Palladium-catalyzed carbonylative cyclization of aryl alkenes/alkenols: a new reaction mode for the synthesis of electron-rich chromanes.

Shuang Li1, Fuzhuo Li, Jianxian Gong, Zhen Yang.   

Abstract

The Pd(II)-catalyzed intramolecular carbonylative cyclization reaction of aryl alkenes and aryl alkenols is reported for the synthesis of structurally diverse chromanes. PdCl2(CH3CN)2 was used as the catalyst and CuCl2 as the oxidant under the balloon pressure of CO. The reaction is conducted under mild conditions, and chromane-type esters and lactones can be generated in a highly regio- and stereoselective manner.

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Year:  2015        PMID: 25689591     DOI: 10.1021/acs.orglett.5b00214

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


  6 in total

1.  Total Syntheses of Bisdehydroneostemoninine and Bisdehydrostemoninine by Catalytic Carbonylative Spirolactonization.

Authors:  Kaiqing Ma; Xianglin Yin; Mingji Dai
Journal:  Angew Chem Int Ed Engl       Date:  2018-10-18       Impact factor: 15.336

2.  Biomimetic Approach to the Catalytic Enantioselective Synthesis of Flavonoids.

Authors:  Zhenyu Yang; Ying He; F Dean Toste
Journal:  J Am Chem Soc       Date:  2016-07-29       Impact factor: 15.419

3.  Catalytic, Enantioselective, Intramolecular Sulfenofunctionalization of Alkenes with Phenols.

Authors:  Scott E Denmark; David J P Kornfilt
Journal:  J Org Chem       Date:  2017-03-03       Impact factor: 4.354

4.  Synthesis of Enantioenriched 3,4-Disubstituted Chromans through Lewis Base Catalyzed Carbosulfenylation.

Authors:  Travis Menard; Aragorn Laverny; Scott E Denmark
Journal:  J Org Chem       Date:  2021-10-21       Impact factor: 4.354

5.  Total Synthesis of (-)-Spinosyn A via Carbonylative Macrolactonization.

Authors:  Yu Bai; Xingyu Shen; Yong Li; Mingji Dai
Journal:  J Am Chem Soc       Date:  2016-08-17       Impact factor: 15.419

6.  Synthesis and Structural Characterization of 1-(E-1-Arylpropenon-3-yl)-3,4,6-tri-O-benzyl-d-glucals and Their Transformation into Pentasubstituted (2R,3S,4R)-Chromanes via Pd-Catalyzed Cross Dehydrogenative Coupling Reaction.

Authors:  Bhawani Shankar; Vinod Khatri; Banty Kumar; Vipin K Maikhuri; Amit Kumar; Rashmi Tomar; Ashok K Prasad
Journal:  ACS Omega       Date:  2021-04-22
  6 in total

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