Metal-Free N -Formylation of Amines Using Carbohydrates as C1 Synthon via C-C Bond Cleavage

Formamide group is an important part of many drug molecules, and herein a process for N-formylation of amines using carbohydrates as the C1 synthon under oxidative metal-free reaction conditions has been reported for the first time. Literature syntheses of formamides uses toxic, moisture sensitive a...

Full description

Saved in:
Bibliographic Details
Published inSynthesis (Stuttgart) Vol. 56; no. 9; pp. 1449 - 1459
Main Authors Atpadkar, Shital, Gil, Manjinder Singh
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 31.10.2024
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
FORMIC-ACID
d -glucose
CATALYST-FREE
REDUCTIVE FORMYLATION
C1 synthon
ARYL FORMAMIDES
DIRECT ACCESS
metal-free
MILD
ESTERS
FACILE METHOD
SECONDARY-AMINES
EFFICIENT
N-formylation
Online AccessGet more information

Cover

More Information
Summary:Formamide group is an important part of many drug molecules, and herein a process for N-formylation of amines using carbohydrates as the C1 synthon under oxidative metal-free reaction conditions has been reported for the first time. Literature syntheses of formamides uses toxic, moisture sensitive and costly reagents under harsh reaction conditions. Our metal-free formylation is a facile, economical, and an efficient process of broad substrate scope that has led to the synthesis of thirty-three N-formylated compounds in excellent isolated yields.
ISSN:0039-7881
1437-210X
DOI:10.1055/a-2241-6697