Literature DB >> 21688814

Iron-catalyzed carbonylation-peroxidation of alkenes with aldehydes and hydroperoxides.

Weiping Liu1, Yuanming Li, Kaisheng Liu, Zhiping Li.   

Abstract

A three-component reaction of alkenes, aldehydes, and hydroperoxides catalyzed by FeCl(2) to β-peroxy ketones has been achieved. This three-component reaction can be also applied to the synthesis of α-carbonyl epoxides, through either a stepwise base-induced epoxidation of the separated β-peroxy ketone products or a one-pot process by simply adding base to the reaction mixture after the completion of the three-component reaction.

Entities:  

Year:  2011        PMID: 21688814     DOI: 10.1021/ja204226n

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


  8 in total

1.  Copper-catalyzed intramolecular alkene carboetherification: synthesis of fused-ring and bridged-ring tetrahydrofurans.

Authors:  Yan Miller; Lei Miao; Azade S Hosseini; Sherry R Chemler
Journal:  J Am Chem Soc       Date:  2012-07-05       Impact factor: 15.419

2.  Acyl Radical Chemistry via Visible-Light Photoredox Catalysis.

Authors:  Arghya Banerjee; Zhen Lei; Ming-Yu Ngai
Journal:  Synthesis (Stuttg)       Date:  2018-12-12       Impact factor: 3.157

3.  Difunctionalization of alkenes with iodine and tert-butyl hydroperoxide (TBHP) at room temperature for the synthesis of 1-(tert-butylperoxy)-2-iodoethanes.

Authors:  Hao Wang; Cui Chen; Weibing Liu; Zhibo Zhu
Journal:  Beilstein J Org Chem       Date:  2017-09-28       Impact factor: 2.883

4.  Stabilization of Two Radicals with One Metal: A Stepwise Coupling Model for Copper-Catalyzed Radical-Radical Cross-Coupling.

Authors:  Xiaotian Qi; Lei Zhu; Ruopeng Bai; Yu Lan
Journal:  Sci Rep       Date:  2017-03-08       Impact factor: 4.379

5.  Copper-catalyzed cascade annulation of unsaturated α-bromocarbonyls with enynals: a facile access to ketones from aldehydes.

Authors:  Chao Che; Qianwen Huang; Hanliang Zheng; Gangguo Zhu
Journal:  Chem Sci       Date:  2016-03-04       Impact factor: 9.825

6.  Hydroperoxidations of Alkenes using Cobalt Picolinate Catalysts.

Authors:  Zulema Peralta-Neel; K A Woerpel
Journal:  Org Lett       Date:  2021-06-14       Impact factor: 6.072

7.  Additions of Aldehyde-Derived Radicals and Nucleophilic N-Alkylindoles to Styrenes by Photoredox Catalysis.

Authors:  Marcel Lux; Martin Klussmann
Journal:  Org Lett       Date:  2020-04-14       Impact factor: 6.005

8.  Revealing the Iron-Catalyzed β-Methyl Scission of tert-Butoxyl Radicals via the Mechanistic Studies of Carboazidation of Alkenes.

Authors:  Mong-Feng Chiou; Haigen Xiong; Yajun Li; Hongli Bao; Xinhao Zhang
Journal:  Molecules       Date:  2020-03-09       Impact factor: 4.411

  8 in total

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