Literature DB >> 35422533

Condensation-Based Methods for the C-H Bond Functionalization of Amines.

Weijie Chen1,2, Daniel Seidel1.   

Abstract

This review aims to provide a comprehensive overview of condensation-based methods for the C-H bond functionalization of amines that feature azomethine ylides as key intermediates. These transformations are typically redox-neutral and share common attributes with classic name reactions such as the Strecker, Mannich, Friedel-Crafts, Pictet-Spengler, and Kabachnik-Fields reaction, while incorporating a redox-isomerization step. This approach provides an ideal platform to rapidly transform simple starting materials into complex amines.

Entities:  

Keywords:  C−H bond functionalization; amines; condensation; heterocycles; redox-isomerization; redox-neutral

Year:  2021        PMID： 35422533      PMCID： PMC9004714          DOI： 10.1055/a-1631-2140

Source DB:  PubMed          Journal:  Synthesis (Stuttg)        ISSN： 0039-7881            Impact factor:   3.157


  121 in total

1.  Catalytic dehydrogenative cross-coupling: forming carbon-carbon bonds by oxidizing two carbon-hydrogen bonds.

Authors:  Charles S Yeung; Vy M Dong
Journal:  Chem Rev       Date:  2011-03-09       Impact factor: 60.622

2.  A Protocol for the Preparation of 2,5-Diaryl Fulleropyrrolidines: Thermal Reaction of [60]Fullerene with Aromatic Aldehydes and Arylmethanamines.

Authors:  Ji-Long Shi; Xiao-Feng Zhang; Hui-Juan Wang; Fa-Bao Li; Xin-Xin Zhong; Chun-Xiang Liu; Li Liu; Chao-Yang Liu; Hai-Mei Qin; Yong-Shun Huang
Journal:  J Org Chem       Date:  2016-07-29       Impact factor: 4.354

3.  C-H functionalization of cyclic amines: redox-annulations with α,β-unsaturated carbonyl compounds.

Authors:  YoungKu Kang; Matthew T Richers; Conrad H Sawicki; Daniel Seidel
Journal:  Chem Commun (Camb)       Date:  2015-07-07       Impact factor: 6.222

4.  New Strategies for the Transition-Metal Catalyzed Synthesis of Aliphatic Amines.

Authors:  Aaron Trowbridge; Scarlett M Walton; Matthew J Gaunt
Journal:  Chem Rev       Date:  2020-02-17       Impact factor: 60.622

5.  Classical-Reaction-Driven Stereo- and Regioselective C(sp(3) )-H Functionalization of Aliphatic Amines.

Authors:  Sujit Mahato; Chandan K Jana
Journal:  Chem Rec       Date:  2016-05-17       Impact factor: 6.771

6.  Diastereoselective construction of pyrrolo[2,1-a]isoquinoline-based bispirooxindoles through a three-component [3 + 2] cycloaddition.

Authors:  Jiaomei Guo; Yang Zhao; Dongmei Fang; Qilin Wang; Zhanwei Bu
Journal:  Org Biomol Chem       Date:  2018-08-22       Impact factor: 3.876

7.  A cascade reaction with iminium ion isomerization as the key step leading to tetrahydropyrimido[4,5-d]pyrimidines.

Authors:  Lianyou Zheng; Fengzhi Yang; Qun Dang; Xu Bai
Journal:  Org Lett       Date:  2008-02-09       Impact factor: 6.005

8.  Redox-Annulation of Cyclic Amines and β-Ketoaldehydes.

Authors:  Weijie Chen; Daniel Seidel
Journal:  Org Lett       Date:  2016-02-19       Impact factor: 6.005

9.  Acid Catalyzed Formation of C⁻C and C⁻S Bonds via Excited State Proton Transfer.

Authors:  Alessandro Strada; Mattia Fredditori; Giuseppe Zanoni; Stefano Protti
Journal:  Molecules       Date:  2019-04-03       Impact factor: 4.411

10.  Selective copper(II) acetate and potassium iodide catalyzed oxidation of aminals to dihydroquinazoline and quinazolinone alkaloids.

Authors:  Matthew T Richers; Chenfei Zhao; Daniel Seidel
Journal:  Beilstein J Org Chem       Date:  2013-06-20       Impact factor: 2.883
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  2 in total

1.  Regioselective α-Cyanation of Unprotected Alicyclic Amines.

Authors:  Fuchao Yu; Daniel A Valles; Weijie Chen; Scott D Daniel; Ion Ghiviriga; Daniel Seidel
Journal:  Org Lett       Date:  2022-08-29       Impact factor: 6.072

2.  Synthesis of Polycyclic Isoindolines via α-C-H/N-H Annulation of Alicyclic Amines.

Authors:  Anirudra Paul; Camille Vasseur; Scott D Daniel; Daniel Seidel
Journal:  Org Lett       Date:  2022-01-31       Impact factor: 6.072
  2 in total

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