Literature DB >> 22121122

Transition-metal-catalyzed aminations and aziridinations of C-H and C=C bonds with iminoiodinanes.

Joyce Wei Wei Chang1, Thi My Uyen Ton, Philip Wai Hong Chan.   

Abstract

Catalytic insertion or addition of a metal-imido/nitrene species, generated from reaction of a transition-metal catalyst with iminoiodanes, to C-H and C=C bonds offers a convenient and atom economical method for the synthesis of nitrogen-containing compounds. Following this groundbreaking discovery during the second half of the last century, the field has received an immense amount of attention with a myriad of impressive metal-mediated methods for the synthesis of amines and aziridines having been developed. This review will cover the significant progress made in improving the efficiency, versatility and stereocontrol of this important reaction. This will include the various iminoiodanes, their in situ formation, and metal catalysts that could be employed and new ligands, both chiral and non-chiral, which have been designed, as well as the application of this functional group transformation to natural product synthesis and the preparation of bioactive compounds of current therapeutic interest.
Copyright © 2011 The Japan Chemical Journal Forum and Wiley Periodicals, Inc.

Entities:  

Mesh:

Substances:

Year:  2011        PMID: 22121122     DOI: 10.1002/tcr.201100018

Source DB:  PubMed          Journal:  Chem Rec        ISSN: 1528-0691            Impact factor:   6.771


  15 in total

1.  Styrene Aziridination by Iron(IV) Nitrides.

Authors:  Salvador B Muñoz; Wei-Tsung Lee; Diane A Dickie; Jeremiah J Scepaniak; Deepak Subedi; Maren Pink; Michael D Johnson; Jeremy M Smith
Journal:  Angew Chem Int Ed Engl       Date:  2015-07-15       Impact factor: 15.336

2.  DFT analysis of the electronic structure of Fe(IV) species active in nitrene transfer catalysis: influence of the coordination sphere.

Authors:  Ranjan Patra; Pascale Maldivi
Journal:  J Mol Model       Date:  2016-10-27       Impact factor: 1.810

3.  N-Aminopyridinium reagents as traceless activating groups in the synthesis of N-Aryl aziridines.

Authors:  Hao Tan; Samya Samanta; Asim Maity; Pritam Roychowdhury; David C Powers
Journal:  Nat Commun       Date:  2022-06-10       Impact factor: 17.694

4.  Visible-Light-Induced Decarboxylation of Dioxazolones to Phosphinimidic Amides and Ureas.

Authors:  Jie Pan; Haocong Li; Kai Sun; Shi Tang; Bing Yu
Journal:  Molecules       Date:  2022-06-07       Impact factor: 4.927

5.  Mechanistic Studies on the Synthesis of Pyrrolidines and Piperidines via Copper-Catalyzed Intramolecular C-H Amination.

Authors:  José María Muñoz-Molina; Daniel Bafaluy; Ignacio Funes-Ardoiz; Adiran de Aguirre; Feliu Maseras; Tomás R Belderrain; Pedro J Pérez; Kilian Muñiz
Journal:  Organometallics       Date:  2022-04-29       Impact factor: 3.837

6.  Effective synthesis of chiral N-fluoroaryl aziridines through enantioselective aziridination of alkenes with fluoroaryl azides.

Authors:  Li-Mei Jin; Xue Xu; Hongjian Lu; Xin Cui; Lukasz Wojtas; X Peter Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2013-04-15       Impact factor: 15.336

7.  A Chiral Macrocyclic Tetra-N-Heterocyclic Carbene Yields an "All Carbene" Iron Alkylidene Complex.

Authors:  Joseph F DeJesus; David M Jenkins
Journal:  Chemistry       Date:  2020-01-22       Impact factor: 5.236

8.  Selective Radical Amination of Aldehydic C(sp2)-H Bonds with Fluoroaryl Azides via Co(II)-Based Metalloradical Catalysis: Synthesis of N-Fluoroaryl Amides from Aldehydes under Neutral and Nonoxidative Conditions.

Authors:  Li-Mei Jin; Hongjian Lu; Yuan Cui; Christopher L Lizardi; Thiago N Arzua; Lukasz Wojtas; Xin Cui; X Peter Zhang
Journal:  Chem Sci       Date:  2014-06-01       Impact factor: 9.825

9.  Synthesis of chiral N-phosphoryl aziridines through enantioselective aziridination of alkenes with phosphoryl azide via Co(II)-based metalloradical catalysis.

Authors:  Jingran Tao; Li-Mei Jin; X Peter Zhang
Journal:  Beilstein J Org Chem       Date:  2014-06-04       Impact factor: 2.883

10.  Pd(OAc)2/Ph3P-catalyzed dimerization of isoprene and synthesis of monoterpenic heterocycles.

Authors:  Dominik Kellner; Maximilian Weger; Andrea Gini; Olga García Mancheño
Journal:  Beilstein J Org Chem       Date:  2017-08-29       Impact factor: 2.883

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.