Gold(i)-catalyzed addition of carboxylic acids to internal alkynes in aqueous medium

2017 ◽  
Vol 15 (7) ◽  
pp. 1670-1679 ◽  
Author(s):  
Pedro J. González-Liste ◽  
Sergio E. García-Garrido ◽  
Victorio Cadierno
Keyword(s):  
Aqueous Medium ◽  
Carboxylic Acids ◽  
Catalytic System ◽  
Mild Conditions ◽  
Broad Scope ◽  
Internal Alkynes

A broad scope catalytic system for the intermolecular addition of carboxylic acids to internal alkynes, in water under mild conditions, has been developed.

Pd(0)–PhCOOH catalyzed addition of oxygen pronucleophiles to allenes and internal alkynes

2005 ◽  
Vol 83 (6-7) ◽  
pp. 569-573 ◽  
Author(s):  
Nitin T Patil ◽  
Nirmal K Pahadi ◽  
Yoshinori Yamamoto
Keyword(s):  
Benzoic Acid ◽  
Carboxylic Acids ◽  
Catalytic System ◽  
Addition Reaction ◽  
Internal Alkynes ◽  
High Yields

We have developed a catalytic system that enables the addition of alcohols to allenes using a combination of 5 mol% Pd(PPh3)4 and 10 mol% benzoic acid. Likewise, the addition reaction of carboxylic acids to alkynes is described. In all cases the reaction proceeded well, giving the corresponding allylation products in good-to-high yields with high regio- and stereoselectivities.Key words: addition, alcohols, carboxylic acids, allenes, alkynes, palladium.

Rhodium-catalyzed synthesis of quinolines and imines under mild conditions

RSC Advances ◽  
2015 ◽  
Vol 5 (64) ◽  
pp. 51570-51575 ◽  
Author(s):  
Dilip Kumar T. Yadav ◽  
Bhalchandra M. Bhanage
Keyword(s):  
Aqueous Medium ◽  
Catalytic System ◽  
Solvent Free ◽  
Mild Conditions ◽  
Solvent Free Conditions

An efficient protocol for the synthesis of quinolines in aqueous medium using a Rh(ii)acetate/TPPTS recyclable catalytic system has been developed. Furthermore, imines were also synthesized from benzylamines in moderate to good yields under solvent free conditions.

Reversing Reactivity: Stereoselective Desulfurative β-O-Glycosylation of Anomeric Thiosugars with Carboxylic Acids Under Copper or Cobalt Catalysis

2019 ◽  
Author(s):  
Samir Messaoudi ◽  
Nedjwa Bennai ◽  
Amelie Chabrier ◽  
Maha Fatthalla ◽  
Expédite Yen-Pon ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Late Stage ◽  
Catalytic Amount ◽  
Broad Scope ◽  
Wide Range ◽  
Glycosylation Reaction

We have discovered a new mode of reactivity of 1-thiosugars in the presence of Cu(II) or Co(II) for a stereoselective <i>O</i>-glycosylation reaction. The process involves the use of a catalytic amount of Cu(acac)2 or Co(acac)2 and Ag2CO3 as an oxidant in α,α,α-trifluorotoluene (TFT). Moreover, this protocol turned out to have a broad scope, allowing to prepare a wide range of com-plex substituted <i>O</i>-glycoside esters in good to excellent yields with an exclusive β-selectivity. The late-stage modification of phar-maceuticals by this method was also demonstrated.

Practical allylation with unactivated allylic alcohols under mild conditions

2021 ◽  
Author(s):  
Shuangshuang Li ◽  
Ju Qiu ◽  
Bowen Li ◽  
Zuolian Sun ◽  
Peizhong Xie ◽  
...  
Keyword(s):  
Proton Transfer ◽  
Catalytic System ◽  
Allylic Alcohols ◽  
Mild Conditions ◽  
Accelerate Proton

A practical palladium/calcium catalytic system was developed for dehydrative allylation concerning unactivated allylic alcohols. EtOH solvent with H2O additive was identified as powerful media to accelerate proton transfer. That catalytic...

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.

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