N‐Bromosuccinimide Catalyzed One‐pot and Rapid Synthesis of Acetamidobenzyl Naphthols under Mild and Solvent‐free Conditions

Abstract

An efficient, facile and expeditious direct protocol for the preparation of acetamidobenzyl naphthols employing a multi-component and one-pot condensation reaction of 2-naphthol, benzaldehydes, and acetamide in the presence of N-bromosuccinimide (NBS) under thermal and microwave irradiation conditions has been described. The present protocol with NBS catalyst is convincingly superior to the recently reported catalytic methods.

N-Bromosuccinimide Catalyzed Three Component One-Pot Efficient Synthesis of 2,4,5-Triaryl-1H-imidazoles from Aldehyde, Ammonium Acetate, and 1,2-Diketone or α-Hydroxyketone

“…N-Bromosuccinimide (NBS) ( Fig. 1) has gained interesting attraction in recent years due to economic and environmentally considerations [49][50][51][52][53][54]. This catalyst is generally inexpensive and easily available, which can conveniently be handled and removed from the reaction mixture.…”

“…Ammonia is the nitrogen source. Since NBS contains bromine atom which are attached to nitrogen, it is very probable that this reagent releases Br + in situ which can conduct as an electrophilic species [48][49][50][51][52][53][54]. It can active the carbonyl group (C=O) of aldehyde and decrease the enerdy of transition state.…”

2,6‐Pyridinedicarboxylic Acid (PDCA) Catalyzed Improved Synthetic Approach for 1‐Amidoalkyl Naphthols, Dihydropyrimidin‐2(1H)‐ones and Bis‐indoles

“…Mechanistic rationale of Amidoalkyl-2-naphthols. or acetamides or acetonitrile in the presence of inorganic catalyst Ce(SO 4 ) 2 , [12] CeCl 3 ⋅ 7H 2 O, [25] Fe(HSO 4 ) 3 , HClO 4 -SiO 2 , [26] Al 2 O 3 -SO 3 H, [27] N-Bromo succinamide, [28] silica-supported molybdatophosphoric acid, [29] ytterbium triflate Yb(OTf) 3 , [30] and some organic catalyst triethyl benzyl ammonium chloride, [31] TMSCl/ NaI, [32] thiamine hydrochloride, [33] tetrachlorosilane, [34] succinic acid [35] and triflic acid, [36] deep eutectic solvent ([Choli-neCl][ZnCl2]3), [37] tannic acid, [38] zinc oxide nano particles, [39] and sulfanilic acid, [40] etc.…”

Solvent free synthesis of amidoalkyl derivatives under green and convenient conditions

“…Amido alkyl derivatives have been synthesis with different homogeneous and heterogeneous catalysts like acidic catalysts [5,11–30], magnetic catalysts [31–33], ionic liquid [34–36], and metallic nanoparticles [37–41]. Some of them have disadvantages like long reaction times, low product yields, using of hazardous solvents, synthesis of catalysts in several stages, and use of expensive materials to the synthesis of catalysts.…”