Fast and versatile microwave-assisted intramolecular Heck reaction in peptide macrocyclization using microwave energy

Biopolymers ◽  
2006 ◽  
Vol 84 (3) ◽  
pp. 274-282 ◽  
Author(s):  
Gerardo Byk ◽  
Mirit Cohen-Ohana ◽  
Daniel Raichman
Keyword(s):  
Heck Reaction ◽  
Microwave Energy ◽  
Microwave Assisted ◽  
Intramolecular Heck Reaction

scholarly journals Approaches to the Cephalotaxine Skeleton Using an Intramolecular Heck Reaction.

1998 ◽  
Vol 46 (7) ◽  
pp. 1084-1089 ◽  
Author(s):  
Masazumi IKEDA ◽  
Ken-ichi HIROSE ◽  
Serry A.A. EL BIALY ◽  
Tatsunori SATO ◽  
Takayuki YAKURA ◽  
...  
Keyword(s):  
Heck Reaction ◽  
Intramolecular Heck Reaction

A Practical Route to a Complex Bis-Steroidal Diene Intermediate Using a Microwave Assisted Heck-Reaction

Synthesis ◽  
2002 ◽  
pp. 1373-1378 ◽  
Author(s):  
E. Winterfeldt ◽  
T. Flessner ◽  
V. Ludwig ◽  
H. Siebeneicher
Keyword(s):  
Heck Reaction ◽  
Microwave Assisted

First total synthesis of antihypertensive natural products S-(+)-XJP and R-(−)-XJP

2014 ◽  
Vol 12 (37) ◽  
pp. 7338-7344 ◽  
Author(s):  
Chaolei Wang ◽  
Guoxiang Wei ◽  
Xue Yang ◽  
Hequan Yao ◽  
Jieyun Jiang ◽  
...  
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Heck Reaction ◽  
Intramolecular Heck Reaction

The first total synthesis of S-(+)-XJP and R-(−)-XJP has been achieved via intramolecular Heck reaction. A latent functionality strategy was implemented to circumvent the racemization in this endeavor.

scholarly journals Novel Greener Microwave-Assisted Deprotection Methodology for the 1,3-Dioxolane Ketal of Isatin Using Calix[n]arenes

2022 ◽  
Author(s):  
Lucas Barbosa ◽  
Tiago da Silva ◽  
Michelle Rezende ◽  
Bianca da Silva ◽  
Rodrigo Guzzo ◽  
...  
Keyword(s):  
Aromatic Ring ◽  
Sulfonic Acid ◽  
Microwave Energy ◽  
Protecting Group ◽  
Additional Advantage ◽  
Microwave Assisted ◽  
Combined Use ◽  
Ketone Carbonyl ◽  
First Time ◽  
Hydrolysis Of

In this work, the combined use of p-sulfonic acid-calix[n]arene and microwave energy to hydrolyze the 1,3-dioxolane ketal of isatin was evaluated with excellent results. This is the first time that p-sulfonic acid-calix[n]arene has been used as the catalyst in a ketal hydrolysis reaction and the deprotection of the ketone carbonyl of isatin is reported. The presence of 2.5 mol% of p-sulfonic acid-calix[4,6]arene at 160 ºC resulted in over 96% conversion of this ketal in 10 min, with the additional advantage of using water as a solvent. This catalytic system (aqueous phase containing p-sulfonic acid-calix[4]arene) was reused for five consecutive cycles, with a conversion above 96% maintained. This reusable system is not practicable using p-toluenesulfonic acid and p-hydroxybenzenesulfonic acid as catalysts since both are extracted to the organic phase with the reaction product. The hydrolysis of 1,3-dioxolane ketal of isatins with different substituents (CH3, I, Br, Cl, F, NO2) in the aromatic ring was also evaluated. The protecting group of 5-methyl-isatin was removed with 73% conversion using 2.5 mol% of p-sulfonic acid-calix[4]arene at 160 ºC for 5 min. In contrast, the ketal of 5-nitro-isatin reached 80% conversion using the same conditions after 40 min.

ChemInform Abstract: New MCR Based on Intramolecular Heck Reaction under Aerobic Conditions: A Direct Access to Cytotoxic Fused N-Heterocycles.

ChemInform ◽  
2015 ◽  
Vol 46 (15) ◽  
pp. no-no
Author(s):  
Raju Adepu ◽  
Bagineni Prasad ◽  
Mohd Ashraf Ashfaq ◽  
Nasreen Z. Ehtesham ◽  
Manojit Pal
Keyword(s):  
Heck Reaction ◽  
Direct Access ◽  
Aerobic Conditions ◽  
Intramolecular Heck Reaction
Sign in / Sign up

Export Citation Format

Share Document