Metal-free amidation of carboxylic acids with tertiary amines

RSC Advances ◽  
2016 ◽  
Vol 6 (65) ◽  
pp. 60287-60290 ◽  
Author(s):  
Wong Phakhodee ◽  
Sirilak Wangngae ◽  
Mookda Pattarawarapan
Keyword(s):  
Carboxylic Acids ◽  
Tertiary Amines ◽  
Metal Free ◽  
Mild Conditions

Combination of Ph3P and I2 with an appropriate reagent addition sequence could enable effective amidation of carboxylic acids with tertiary amines under mild conditions.

scholarly journals Metal-free selective mono-halodecarboxylation of heteroarenes under mild conditions

2018 ◽  
Vol 5 (6) ◽  
pp. 180333 ◽  
Author(s):  
Scott H. Henderson ◽  
Ryan A. West ◽  
Simon E. Ward ◽  
Mark A. Honey
Keyword(s):  
Carboxylic Acids ◽  
Toxic Metal ◽  
Metal Catalysts ◽  
Metal Free ◽  
Mild Conditions ◽  
Simple Protocol ◽  
Convenient Route

The halodecarboxylation of heteroarene carboxylic acids by treatment with N -bromosuccinimide or N -chlorosuccinimide was performed. This procedure provides a convenient route to synthetically useful mono-halogenated heteroarene intermediates such as halo-indoles, -aza-indoles, -indazoles and -aza-indazoles. The mild conditions employed and simple protocol provides an advantage over traditional halodecarboxylation procedures that require expensive and toxic metal catalysts, basic conditions, time-consuming intermediate isolation and elevated reaction temperatures.

ChemInform Abstract: Metal-Free Amidation of Carboxylic Acids with Tertiary Amines.

ChemInform ◽  
2016 ◽  
Vol 47 (45) ◽  
Author(s):  
Wong Phakhodee ◽  
Sirilak Wangngae ◽  
Mookda Pattarawarapan
Keyword(s):  
Carboxylic Acids ◽  
Tertiary Amines ◽  
Metal Free

Metal free decarboxylative aminoxylation of carboxylic acids using a biphasic solvent system

2021 ◽  
Vol 19 (1) ◽  
pp. 273-278
Author(s):  
Göran Schulz ◽  
Andreas Kirschning
Keyword(s):  
Carboxylic Acids ◽  
Solvent System ◽  
Radical Scavenger ◽  
Synthetic Approach ◽  
Metal Free ◽  
System P

The oxidative radical decarboxylation of carboxylic acids with TEMPO as radical scavenger in a biphasic solvent system is reported which is successfully used in a new synthetic approach for the antidepressants indatraline.

A Sequential Ugi-Smiles / Transition-Metal-Free Endo-Dig Conia-ene Cyclization: The Selective Synthesis of Saccharin Substituted 2,5-dihydropyrroles

2021 ◽  
Author(s):  
Hassan Seyrani ◽  
Sorour Ramezanpour ◽  
Aref Vaezghaemi ◽  
Farzad Kobarfard
Keyword(s):  
Transition Metal ◽  
Free Access ◽  
Selective Synthesis ◽  
Metal Free ◽  
Mild Conditions

A convenient, transition-metal-free access to a series of unprecedented saccharin substituted 2,5-dihydropyrroles is reported. This approach employs a post-Ugi-Smiles 5-endo-dig Conia-ene cyclization sequence in mild conditions while incorporating a series...

Metal‐free direct oxidative C–N bond coupling of quinoxalin‐2(1H)‐ones with azoles under mild conditions

2021 ◽  
Author(s):  
Jingwen Guo ◽  
Lina Zhang ◽  
Xinyue Du ◽  
Liting Zhang ◽  
Yuepiao Cai ◽  
...  
Keyword(s):  
Metal Free ◽  
Mild Conditions

A metal-free radical cascade reaction of phosphine oxides with 2-aryloxy phenylacetylenes to assemble diphosphonyl xanthene derivatives

2021 ◽  
Author(s):  
Tao Fan ◽  
Yan Liu ◽  
Caina Jiang ◽  
Yanli Xu ◽  
Yan-Yan Chen
Keyword(s):  
Free Radical ◽  
Transition Metal ◽  
Cascade Reaction ◽  
Phosphine Oxides ◽  
Metal Free ◽  
Mild Conditions ◽  
Xanthene Derivatives ◽  
Reaction Proceeds ◽  
Radical Cascade

A radical cascade reaction of 2-aryloxy phenylacetylene with phosphine oxides promoted by K2S2O8 was developed, provided diphosphonyl xanthenes as products. This reaction proceeds under transition metal-free and mild conditions with...

scholarly journals An entry to 2-(cyclobut-1-en-1-yl)-1H-indoles through a cyclobutenylation/deprotection cascade

2021 ◽  
Author(s):  
Philipp Natho ◽  
Zeyu Yang ◽  
Lewis Allen ◽  
Juliette Rey ◽  
Andrew J P White ◽  
...  
Keyword(s):  
Transition Metal ◽  
One Pot ◽  
Metal Free ◽  
Mild Conditions

A transition-metal-free strategy for the synthesis of 2-(cyclobut-1-en-1-yl)-1H-indoles under mild conditions is described herein. A series of substituted 2-(cyclobut-1-en-1-yl)-1H-indoles are accessed by a one-pot cyclobutenylation/deprotection cascade from N-Boc protected indoles....

scholarly journals Mechanically induced solvent-free esterification method at room temperature

RSC Advances ◽  
2021 ◽  
Vol 11 (9) ◽  
pp. 5080-5085
Author(s):  
Lei Zheng ◽  
Chen Sun ◽  
Wenhao Xu ◽  
Alexandr V. Dushkin ◽  
Nikolay Polyakov ◽  
...  
Keyword(s):  
Natural Products ◽  
Carboxylic Acids ◽  
Late Stage ◽  
Reaction Mechanisms ◽  
Room Temperature ◽  
Solvent Free ◽  
Mild Conditions

We have developed I2/KH2PO2 and KI/P(OEt)3 strategy syntheses of esters from carboxylic acids and alcohols through different reaction mechanisms. The advantages of present protocol: mild conditions and late-stage diversification of natural products.

Metal-Free Synthesis of Highly Substituted Pyridines by Formal [2+2+2] Cycloaddition under Mild Conditions

2016 ◽  
Vol 128 (41) ◽  
pp. 13056-13059 ◽  
Author(s):  
Lan-Gui Xie ◽  
Saad Shaaban ◽  
Xiangyu Chen ◽  
Nuno Maulide
Keyword(s):  
Metal Free ◽  
Mild Conditions ◽  
Substituted Pyridines
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