Efficient and Simple Approaches Towards Direct Oxidative Esterification of Alcohols

Abstract

The present article describes novel oxidative protocols for direct esterification of alcohols. The protocols involve successful demonstrations of both "cross" and "self" esterification of a wide variety of alcohols. The cross-esterification proceeds under a simple transition-metal-free condition, containing catalytic amounts of TEMPO (2,2,6,6-tetramethyl-1-piperidinyloxy)/TBAB (tetra-n-butylammonium bromide) in combination with oxone (potassium peroxo monosulfate) as the oxidant, whereas the self-esterification is achieved through simple induction of Fe(OAc)2 /dipic (dipic=2,6-pyridinedicarboxylic acid) as the active catalyst under an identical oxidizing environment.

Direct Oxidation of Aldehydes to Methyl Esters with Urea Hydrogen Peroxide and p-Toluenesulfonyl Chloride

“…It is thought that the reaction presumably proceeds through oxidation of hemiacetal intermediate with p -toluenesulfonyl peroxyacid similar to that of the peroxide mediated conversion of alcohol to ester reported previously [ 23 ].…”

Nano-Gold Catalyzed Transesterification of (Hetero) aryl Esters with Alkyl Halides via C-O Activation

“…n-Propyl 4-methylbenzoate (3ac): [29] Yield 66% (11.8 mg); 1 H NMR (600 MHz, CDCl 3 ) δ: 7.94 (d, J＝8.0 Hz, 2H), 7.23 (d, J＝7.8 Hz, 2H), 4.26 (t, J＝6.6 Hz, 2H), 2.41 (s, 3H), 1.86～1.74 (m, 2H), 1.03 (t, J＝7.4 Hz, 3H); 13 C NMR (151 MHz, CDCl 3 ) δ: 166. 8, 143.4, 1296, 129.0, 127.8, 66.4 22.1, 21.7, 10.5.…”

Status of Organometallics and Catalysis Research in India: N–Heterocyclic Carbene (NHC) Ligands for Organometallic Catalysis

“…His group earlier pursued organometallic reactions on moieties derived from cyclophosphazene cores (Elias et al, 2011;Kumar et al, 2014;Kumar et al, 2008;Keshav et al, 2010;. Lahiri (IITB) has employed well known Ru based catalysts for alcohol dehydrogenation, amide synthesis from primary and secondary amines and epoxidation reactions (Ray et al, 2018;Ray et al, 2014;Chowdhury et al, 2011). Iron salts are also used for oxidation and nitrosation of terminal alkenes (Chowdhury et al, 2012a;Chowdhury et al, 2012b;Ray et al, 2013).…”