scholarly journals A Solvent-Reagent Selection Guide for Steglich-type Esterification of Carboxylic Acids

2021 ◽  
Author(s):  
Andrew Jordan ◽  
Helen F. Sneddon ◽  
Kyran David Whymark ◽  
Jack Sydenham
Keyword(s):  
Carboxylic Acids ◽  
Mild Conditions ◽  
Steglich Esterification

The Steglich esterification is a widely employed method for the formation of esters under mild conditions. A number of issues regarding the sustainability of this transformation have been identified, chiefly...

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.

Convenient Preparation of Primary Amides via Activation of Carboxylic Acids with Ethyl Chloroformate and Triethylamine under Mild Conditions

2013 ◽  
Vol 42 (6) ◽  
pp. 580-582 ◽  
Author(s):  
Takuya Noguchi ◽  
Masahiro Sekine ◽  
Yuki Yokoo ◽  
Seunghee Jung ◽  
Nobuyuki Imai
Keyword(s):  
Carboxylic Acids ◽  
Ethyl Chloroformate ◽  
Mild Conditions ◽  
Convenient Preparation

Decarboxylative sulfenylation of amino acids via metallaphotoredox catalysis

2019 ◽  
Vol 6 (18) ◽  
pp. 3224-3227 ◽  
Author(s):  
Lidan Wei ◽  
Chengjuan Wu ◽  
Chen-Ho Tung ◽  
Wenguang Wang ◽  
Zhenghu Xu
Keyword(s):  
Amino Acids ◽  
Visible Light ◽  
Carboxylic Acids ◽  
Mild Conditions ◽  
Cooperative Catalysis

A nickel/visible light photoredox co-catalyzed decarboxylative thiolation reaction of carboxylic acids has been developed. This odorless sulfenylation reaction proceeded well via a nickel/photoredox cooperative catalysis pathway under very mild conditions.

Enzyme cascade reactions: synthesis of furandicarboxylic acid (FDCA) and carboxylic acids using oxidases in tandem

2015 ◽  
Vol 17 (6) ◽  
pp. 3271-3275 ◽  
Author(s):  
Shane M. McKenna ◽  
Silke Leimkühler ◽  
Susanne Herter ◽  
Nicholas J. Turner ◽  
Andrew J. Carnell
Keyword(s):  
Carboxylic Acids ◽  
Cascade Reactions ◽  
Preparative Scale ◽  
Mild Conditions ◽  
Enzyme Cascade ◽  
Furandicarboxylic Acid

Three enzymes are combined under mild conditions for the preparative scale oxidation of HMF to FDCA and a range of 10 alcohols.

Synthesis of O-Aroyl-N,N-dimethylhydroxylamines through Hypervalent Iodine-Mediated Amination of Carboxylic Acids with N,N-Dimethylformamide

Synthesis ◽  
2017 ◽  
Vol 49 (18) ◽  
pp. 4303-4308 ◽  
Author(s):  
Dong Li ◽  
Chuancheng Zhang ◽  
Qiang Yue ◽  
Zhen Xiao ◽  
Xianglan Wang ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Room Temperature ◽  
Functional Group ◽  
Hypervalent Iodine ◽  
Electrophilic Amination ◽  
Mild Conditions

An efficient protocol for the synthesis of O-aroyl-N,N-dimethylhydroxylamines, which are important electrophilic amination reagents, is described. The reaction between carboxylic acids and N,N-dimethylformamide is mediated by hypervalent iodine and occurs under mild conditions at room temperature to give the desired products in good yields. The process shows good functional group compatibility and air and moisture tolerance.

Use of Ethyl (Benzothiazol-2-ylsulfonyl)acetate for Malonic Ester-type Syntheses of Carboxylic Acids and Esters

2014 ◽  
Vol 67 (9) ◽  
pp. 1222 ◽  
Author(s):  
Waleed M. Hussein ◽  
Ross P. McGeary
Keyword(s):  
Carboxylic Acids ◽  
Alkyl Halides ◽  
Malonic Ester ◽  
One Pot ◽  
Dichloromethane Solution ◽  
Mild Conditions ◽  
Acetic Acids

A new methodology for the synthesis of substituted carboxylic acids is described. Alkylation of either ethyl (benzothiazol-2-ylsulfonyl)acetate or ethyl 2-(benzothiazol-2-ylsulfonyl)propionate was achieved with alkyl halides and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in dichloromethane solution. These products were then desulfinated and hydrolysed in one-pot under mild conditions to give substituted acetic acids in good-to-excellent yields.

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