Literature DB >> 28186776

Cobalt-Catalyzed α-Alkylation of Ketones with Primary Alcohols.

Guoqi Zhang1, Jing Wu1,2, Haisu Zeng1,2, Shu Zhang1, Zhiwei Yin1,2, Shengping Zheng2.   

Abstract

An ionic cobalt-PNP complex is developed for the efficient α-alkylation of ketones with primary alcohols for the first time. A broad range of ketone and alcohol substrates were employed, leading to the isolation of alkylated ketones with yields up to 98%. The method was successfully applied to the greener synthesis of quinoline derivatives while using 2-aminobenzyl alcohol as an alkylating reagent.

Entities:  

Year:  2017        PMID: 28186776     DOI: 10.1021/acs.orglett.7b00106

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


  11 in total

Review 1.  Borrowing Hydrogen for Organic Synthesis.

Authors:  Benjamin G Reed-Berendt; Daniel E Latham; Mubarak B Dambatta; Louis C Morrill
Journal:  ACS Cent Sci       Date:  2021-03-25       Impact factor: 14.553

2.  Cyclometalated Ruthenium Pincer Complexes as Catalysts for the α-Alkylation of Ketones with Alcohols.

Authors:  Patrick Piehl; Roberta Amuso; Elisabetta Alberico; Henrik Junge; Bartolo Gabriele; Helfried Neumann; Matthias Beller
Journal:  Chemistry       Date:  2020-03-09       Impact factor: 5.236

3.  Synthesis and reactivity of a PCcarbeneP cobalt(i) complex: the missing link in the cobalt PXP pincer series (X = B, C, N).

Authors:  Simon Sung; Qingyang Wang; Tobias Krämer; Rowan D Young
Journal:  Chem Sci       Date:  2018-09-06       Impact factor: 9.825

4.  Manganese-Catalyzed α-Alkylation of Ketones, Esters, and Amides Using Alcohols.

Authors:  Subrata Chakraborty; Prosenjit Daw; Yehoshoa Ben David; David Milstein
Journal:  ACS Catal       Date:  2018-10-02       Impact factor: 13.084

5.  Cyano-borrowing reaction: nickel-catalyzed direct conversion of cyanohydrins and aldehydes/ketones to β-cyano ketone.

Authors:  Zhao-Feng Li; Qian Li; Li-Qing Ren; Qing-Hua Li; Yun-Gui Peng; Tang-Lin Liu
Journal:  Chem Sci       Date:  2019-05-06       Impact factor: 9.825

6.  Non-metal-mediated N-oxyl radical (TEMPO)-induced acceptorless dehydrogenation of N-heterocycles via electrocatalysis.

Authors:  Huiqing Hou; Xinhua Ma; Yaling Ye; Mei Wu; Sunjie Shi; Wenhe Zheng; Mei Lin; Weiming Sun; Fang Ke
Journal:  RSC Adv       Date:  2022-02-16       Impact factor: 3.361

7.  N-Heterocyclic carbene copper catalyzed quinoline synthesis from 2-aminobenzyl alcohols and ketones using DMSO as an oxidant at room temperature.

Authors:  Jingxiu Xu; Qingmao Chen; Zhigao Luo; Xiaodong Tang; Jinwu Zhao
Journal:  RSC Adv       Date:  2019-09-12       Impact factor: 4.036

8.  Electrochemical ammonium-cation-assisted pyridylation of inert N-heterocycles via dual-proton-coupled electron transfer.

Authors:  Cong Niu; Jianjing Yang; Kelu Yan; Jiafang Xie; Wei Jiang; Bingwen Li; Jiangwei Wen
Journal:  iScience       Date:  2022-04-15

9.  Homologation of aryl ketones to long-chain ketones and aldehydes via C-C bond cleavage.

Authors:  Xing Wang; Ling-Jun Li; Zhen-Yu Wang; Hui Xu; Hui-Xiong Dai
Journal:  iScience       Date:  2022-06-02

10.  Synthesis of Tetrahydroquinolines via Borrowing Hydrogen Methodology Using a Manganese PN3 Pincer Catalyst.

Authors:  Natalie Hofmann; Leonard Homberg; Kai C Hultzsch
Journal:  Org Lett       Date:  2020-09-24       Impact factor: 6.005

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