Suzuki‐Miyaura cross–coupling reaction in water: facile synthesis of (hetero) aryl uracil bases using potassiumorganotrifluoroborates under microwave irradiation

In this paper, we report the use of (hetero) aryl potassiumorganotrifluoroborate salts as versatile nucleophilic organoboron reagents in the Suzuki‐Miyaura cross‐coupling reaction of an electron rich 6‐chloro 3‐methyl uracil in water under microwave irradiation. A comparative study of the cross‐coup...

Full description

Saved in:
Bibliographic Details
Published in:ChemistrySelect (Weinheim) 2016-09, Vol.1 (15), p.4721-4725
Main Authors: Savitha, Bhaskaran, Sajith, Ayyiliath M., Reddy, Eeda Koti, Kumar, C. S. Ananda, Padusha, M. Syed Ali
Format: Article
Language:English
Subjects:
Aryl potassiumorganotrifluoroborates
Microwave irradiation
Suzuki-Miyaura cross-coupling
Uracil
Water
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:In this paper, we report the use of (hetero) aryl potassiumorganotrifluoroborate salts as versatile nucleophilic organoboron reagents in the Suzuki‐Miyaura cross‐coupling reaction of an electron rich 6‐chloro 3‐methyl uracil in water under microwave irradiation. A comparative study of the cross‐coupling reaction of this chloro uracil analogue with different nucleophilic organoboron source revealed the superior reactivity of (hetero) aryl potassiumorganotrifluoroborates in water under microwave irradiation. Diversely functionalised (hetero) aryl uracil bases, which are known possess a wide range of applications in chemical biology, were efficiently synthesized using this optimised protocol. In this paper, we report the use of (hetero) aryl potassiumorganotrifluoroborate salts as versatile nucleophilic organoboron reagents in the Suzuki‐Miyaura cross‐coupling reaction of an electron rich 6‐chloro 3‐methyl uracil in water under microwave irradiation. A comparative study of the cross‐coupling reaction of this chloro uracil analogue with different nucleophilic organoboron source revealed the superior reactivity of (hetero) aryl potassiumorganotrifluoroborates in water under microwave irradiation. Diversely functionalised (hetero) aryl uracil bases, which are known possess a wide range of applications in chemical biology, were efficiently synthesized using this optimised protocol.
ISSN:2365-6549
2365-6549
DOI:10.1002/slct.201600943