2007
DOI: 10.1080/00397910601163547
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Convenient Synthesis of 1‐Arylmethyl‐2‐naphthols

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Cited by 34 publications
(12 citation statements)
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“…[34][35][36] Our previous endeavour which led to formation of simple Mannich bases of 2-naphthol under solvent-free conditions involved the use of a conventional kitchen microwave and pTSA as catalyst. 26,27 As evident from data presented in Table 1, we were able to obtain bisMannich bases 1a-l in good to excellent yields in absence of any catalyst using neat conditions under microwave irradiation; conventional reflux reactions in ethanol benefitted from the use of pTSA (Table 1, entry 1a). The comparison of isolated yields, reaction time and material requirements of the two conditions employed showed microwave-assisted solvent-free reactions as the most efficient synthetic method in terms of energy and time consumption.…”
Section: Table 1 Physical Data Of Nn'-bis-[aryl-(2-hydroxynaphthalementioning
confidence: 73%
“…[34][35][36] Our previous endeavour which led to formation of simple Mannich bases of 2-naphthol under solvent-free conditions involved the use of a conventional kitchen microwave and pTSA as catalyst. 26,27 As evident from data presented in Table 1, we were able to obtain bisMannich bases 1a-l in good to excellent yields in absence of any catalyst using neat conditions under microwave irradiation; conventional reflux reactions in ethanol benefitted from the use of pTSA (Table 1, entry 1a). The comparison of isolated yields, reaction time and material requirements of the two conditions employed showed microwave-assisted solvent-free reactions as the most efficient synthetic method in terms of energy and time consumption.…”
Section: Table 1 Physical Data Of Nn'-bis-[aryl-(2-hydroxynaphthalementioning
confidence: 73%
“…12,13 Because of the wide variety of practical applications of the naphthalene nucleus as a building block, it is of paramount importance to develop synthetic strategies around this nucleus, in order to gain easy access to a variety of naphthalene derivatives. Substitution at position 1 of the naphthalene ring, such as naphazoline and terbinafine, [14][15][16] is of particular interest within this group. In light of the above findings, and in the continuation of our interests 17 in the field of troponoid chemistry, we felt that there was a real need for the synthesis of new prototypes.…”
Section: Introductionmentioning
confidence: 99%
“…In a comparative study, Pd/C and PdEncat were employed to deprotect phenoxybenzyl ethers, 80, finding that the latter catalyst was superior in DMF at 80 °C (Scheme 25) [74]. Ammonium formate was also use for Pd/C-catalyzed reductive deamination of Mannich base in methanol under MW irradiation with excellent results after just 1 min of heating (Scheme 25) [75]. In this reaction, a first condensation between phenol and an aldehyde was carried out in the presence of piperidine or morpholine.…”
Section: Scheme 20 Pd/c Hydrogen Transfer Reduction Of Nitro Derivatmentioning
confidence: 99%