Literature DB >> 20977218

Iron-facilitated direct oxidative C-H transformation of allylarenes or alkenes to alkenyl nitriles.

Chong Qin1, Ning Jiao.   

Abstract

This paper describes the first direct approach to alkenyl nitriles from allylarenes or alkenes facilitated by an inexpensive homogeneous iron catalyst. Three C-H bond cleavages occur under the mild conditions during this process. Mechanistic studies indicate that the cleavage of the allyl C(sp(3))-H bond is involved in the rate-determining step. This observation may provide an opportunity to achieve C(sp(3))-H functionalization catalyzed by an iron catalyst.

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Year:  2010        PMID: 20977218     DOI: 10.1021/ja1070202

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


  6 in total

1.  Synthesis of nitriles via palladium-catalyzed water shuffling from amides to acetonitrile.

Authors:  Wandi Zhang; Christopher W Haskins; Yang Yang; Mingji Dai
Journal:  Org Biomol Chem       Date:  2014-12-07       Impact factor: 3.876

2.  Chemo- and regioselective C(sp³)-H arylation of unactivated allylarenes by deprotonative cross-coupling.

Authors:  Nusrah Hussain; Gustavo Frensch; Jiadi Zhang; Patrick J Walsh
Journal:  Angew Chem Int Ed Engl       Date:  2014-02-26       Impact factor: 15.336

3.  On the Unique Reactivity of Pd(OAc)2 with Organic Azides: Expedient Synthesis of Nitriles and Imines.

Authors:  Laura Martínez-Sarti; Silvia Díez-González
Journal:  ChemCatChem       Date:  2013-04-10       Impact factor: 5.686

4.  Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination.

Authors:  Jiyun Sun; Xiaohua Zhen; Huaibin Ge; Guangtao Zhang; Xuechan An; Yunfei Du
Journal:  Beilstein J Org Chem       Date:  2018-06-15       Impact factor: 2.883

5.  E- and Z-, di- and tri-substituted alkenyl nitriles through catalytic cross-metathesis.

Authors:  Yucheng Mu; Thach T Nguyen; Ming Joo Koh; Richard R Schrock; Amir H Hoveyda
Journal:  Nat Chem       Date:  2019-04-01       Impact factor: 24.427

6.  Cu(OAc)2 catalysed aerobic oxidation of aldehydes to nitriles under ligand-free conditions.

Authors:  Asit Kumar Das; Sneha Nandy; Sanjay Bhar
Journal:  RSC Adv       Date:  2022-02-04       Impact factor: 3.361

  6 in total

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