Copper-Catalyzed Oxidative Amidation of Aldehydes with Amine Salts: Synthesis of Primary, Secondary, and Tertiary Amides

2012 ◽  
Vol 77 (18) ◽  
pp. 8007-8015 ◽  
Author(s):  
Subhash Chandra Ghosh ◽  
Joyce S. Y. Ngiam ◽  
Abdul M. Seayad ◽  
Dang Thanh Tuan ◽  
Christina L. L. Chai ◽  
...  
Keyword(s):  
Oxidative Amidation ◽  
Tertiary Amides ◽  
Amine Salts

ChemInform Abstract: Copper-Catalyzed Oxidative Amidation of Aldehydes with Amine Salts: Synthesis of Primary, Secondary, and Tertiary Amides.

ChemInform ◽  
2013 ◽  
Vol 44 (2) ◽  
pp. no-no
Author(s):  
Subhas Chandra Ghosh ◽  
Joyce S. Y. Ngiam ◽  
Abdul M. Seayad ◽  
Dang Thanh Tuan ◽  
Christina L. L. Chai ◽  
...  
Keyword(s):  
Oxidative Amidation ◽  
Tertiary Amides ◽  
Amine Salts

The copper-catalyzed aerobic oxidative amidation of tertiary amines

2015 ◽  
Vol 51 (99) ◽  
pp. 17596-17599 ◽  
Author(s):  
Hui-Cheng Cheng ◽  
Wen-Jun Hou ◽  
Zeng-Wen Li ◽  
Ming-Yu Liu ◽  
Bing-Tao Guan
Keyword(s):  
Efficient Method ◽  
Tertiary Amines ◽  
Oxidative Amidation ◽  
Tertiary Amides

A general and efficient method for the synthesis of tertiary amides has been developed via the copper-catalyzed aerobic oxidative amidation of tertiary amines.

Copper catalysed direct amidation of methyl groups with N–H bonds

2015 ◽  
Vol 13 (26) ◽  
pp. 7289-7293 ◽  
Author(s):  
Yao Huang ◽  
Tieqiao Chen ◽  
Qiang Li ◽  
Yongbo Zhou ◽  
Shuang-Feng Yin
Keyword(s):  
Functional Groups ◽  
Methyl Groups ◽  
Straightforward Method ◽  
Oxidative Amidation ◽  
Tertiary Amides ◽  
Direct Amidation

An efficient copper catalysed direct aerobic oxidative amidation of methyl groups of azaarylmethanes with N–H bonds producing amides is developed, which can produce primary, secondary and tertiary amides, including those with functional groups. This reaction represents a straightforward method for the preparation of amides from the readily available hydrocarbon starting materials.

Cu-catalyzed aerobic oxidative amidation of aryl alkyl ketones with azoles to afford tertiary amides via selective C–C bond cleavage

2015 ◽  
Vol 2 (7) ◽  
pp. 765-770 ◽  
Author(s):  
Wen Ding ◽  
Qiuling Song
Keyword(s):  
Molecular Oxygen ◽  
Bond Cleavage ◽  
Alkyl Groups ◽  
Aryl Ketones ◽  
Oxidative Amidation ◽  
Tertiary Amides ◽  
Long Chain

Chemoselective cleavage of the C(CO)–C(alkyl) bond in aryl ketones leading to azole amides is disclosed. Aryl ketones with a variety of long-chain alkyl groups have been demonstrated to be active substrates and mechanism studies suggested that molecular oxygen serves both as an oxidant and a reactant in this strategy.

scholarly journals Synthesis of secondary and tertiary amides without coupling agents from amines and potassium acyltrifluoroborates (KATs)

2020 ◽  
Vol 11 (29) ◽  
pp. 7609-7614 ◽  
Author(s):  
Anne Schuhmacher ◽  
Tomoya Shiro ◽  
Sarah J. Ryan ◽  
Jeffrey W. Bode
Keyword(s):  
Peptide Synthesis ◽  
Late Stage ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Bioactive Molecules ◽  
Coupling Agents ◽  
Oxidative Amidation ◽  
Tertiary Amides

Oxidative amidation of potassium acyltrifluoroborates (KATs) and amines via trifluoroborate iminiums (TIMs) delivers amides without coupling agents. This unusual approach to amides can be applied for the late-stage modification of bioactive molecules and for solid-phase peptide synthesis.

Green synthesis of primary, secondary, and tertiary amides through oxidative amidation of methyl groups with amine hydrochlorides over recyclable CoFe2O4 NPs

RSC Advances ◽  
2016 ◽  
Vol 6 (108) ◽  
pp. 106873-106879 ◽  
Author(s):  
Esmaiel Eidi ◽  
Mohammad Zaman Kassaee
Keyword(s):  
Reaction Time ◽  
Green Synthesis ◽  
High Yield ◽  
Methyl Groups ◽  
Short Reaction Time ◽  
Oxidative Amidation ◽  
Tertiary Amides ◽  
Operational Simplicity ◽  
Amine Hydrochlorides

This protocol provides high yield, short reaction time, and operational simplicity, green and low cast procedure for the synthesis of all types of amides.

Synthesis of N4-Substituted Derivatives of 1-[2-(Phosphonomethoxy)ethyl]cytosine and Its Diisopropyl Ester as a Model Reaction for the Synthesis of N4-Substituted Derivatives of Cidofovir

2005 ◽  
Vol 70 (12) ◽  
pp. 2066-2074 ◽  
Author(s):  
Šárka Chalupová ◽  
Antonín Holý ◽  
Milena Masojídková
Keyword(s):  
Secondary Amine ◽  
Model Reaction ◽  
Aqueous Methanol ◽  
Derivatives Of ◽  
Amine Salts

We have studied the reaction of 1-[2-(phosphonomethoxy)ethyl]cytosine (1) and its diisopropyl ester (2) with triethylammonium hydrogensulfite in 60% aqueous methanol. In the presence of some primary or secondary amine salts, at 25-70 °C, this reaction affords transaminated derivatives 4a-4e and 5a, 5b as main products accompanied by uracil compounds. However, with certain amines the reaction failed.

Fluorinated Solvent-Assisted Photocatalytic Aerobic Oxidative Amidation of Alcohols via Visible-Light-Mediated ‎ HKUST-1/Cs-POMoW Catalysis.

2021 ◽  
Author(s):  
Meghdad Karimi ◽  
Samira Sadeghi ◽  
Haleh Mohebali ◽  
Zahra Azarkhosh ◽  
Vahid Safarifard ◽  
...  
Keyword(s):  
Visible Light ◽  
Metal Organic Frameworks ◽  
Metal Organic ◽  
Oxidative Amidation

Considering the irreplaceable importance of photocatalytic functionalization reactions and the widespread attention paid to the use of metal-organic frameworks, especially their modified variants for this purpose in recent years, different...

Lithium compound catalyzed deoxygenative hydroboration of primary, secondary and tertiary amides

2021 ◽  
Vol 50 (7) ◽  
pp. 2354-2358
Author(s):  
Milan Kumar Bisai ◽  
Kritika Gour ◽  
Tamal Das ◽  
Kumar Vanka ◽  
Sakya S. Sen
Keyword(s):  
Lithium Compound ◽  
Tertiary Amides

A very simple and readily accessible lithium compound has been employed to catalyze the hydroboration of tertiary, secondary, and primary amides to the corresponding amines.

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