A New Method for Nitration of Phenolic Compounds

Abstract

Phenolic compounds can be nitrated by 65% nitric acid in the presence of catalytic amounts of montmorillonite KSF and bismuth(III) nitrate to give the corresponding nitrated products in good yields in a heterogeneous phase. The co-catalyst of KSF and Bi(NO 3 ) 3 can be easily recovered and reused in the next batch of nitration.

N-Radical enabled cyclization of 1,n-enynes

“…Nitration is one of the most attractive and challenging process in synthetic chemistry owing the application of nitro-compounds in pharmaceuticals, agrochemicals, dyes, and polymers [73][74][75][76]. Conventionally, nitro-compounds are generated by electrophilic or nucleophilic substitutions using NO2 + or NO2 − [77][78][79]. Owing to the popularity of radical strategies in modern organic chemistry, nitration can be performed via radical processes, which represent efficient and simple tools for the conversion of C−H bonds to their C−NO2 counterparts [80][81].…”

Applications of bismuth(iii) compounds in organic synthesis

“…Shi and Cui have reported that phenolic compounds can be nitrated using HNO 3 in the presence of montmorillonite KSF and Bi(NO 3 ) 3 Á5H 2 O (Scheme 156). 249 The KSF-Bi(NO 3 ) 3 Á5H 2 O mixture, which helps avoid the use of concentrated or fuming nitric acid, could be recovered and reused.…”

Dihydroxybenzene‐derived ILs as Halide‐Free, Single‐component Organocatalysts for CO2 Insertion Reactions

“…Several different polyhydroxybenzene containing catalysts have shown catalytic activity for COCs synthesis upon CO 2 insertion [11,13,17] . Polyhydroxybenzene derivatives were mainly employed as the acidic co‐catalyst coordinating the epoxide: besides phenol, many homogeneous and heterogeneous catalysts were developed [18,19] . Pyrogallol (1,2,3‐trihydroxybenzene) based catalytic systems were first reported in seminal contributions by Kleij and co‐workers: homogeneous binary organocatalytic systems consisting of pyrogallol and tetrabutylammonium iodide (Bu 4 NI, TBAI) were active towards CO 2 insertion in terminal epoxides in very mild reaction conditions (14 examples, up to >99 % conversion, up to 94 % isolated yield; experimental conditions: T=25–45 °C, p 0 (CO 2 )=1.0 MPa, catalyst load: 2–5 mol%, solventless reaction) [20] .…”