2006
DOI: 10.1016/j.tetlet.2006.10.055
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Microwave-promoted Suzuki–Miyaura coupling of arylboronic acids with 1-bromo-2-naphthol, o-bromophenol, and o-chlorophenol

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Cited by 40 publications
(23 citation statements)
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“…27b More specifically, the reactivity of phenol halides can also be substantially lowered if the hydroxylate donor group forms under the influence of base. 28 However, formation of unwanted phenolates can be avoided by protecting the hydroxyl groups, for example, by their transformation to the corresponding ethers or esters. 29 Thus, 4-bromopyrazol-3-ol (4) was coupled with tert-butyl acrylate under Heck reaction conditions to afford product 10a at a moderate yield of 50%.…”
Section: Resultsmentioning
confidence: 99%
“…27b More specifically, the reactivity of phenol halides can also be substantially lowered if the hydroxylate donor group forms under the influence of base. 28 However, formation of unwanted phenolates can be avoided by protecting the hydroxyl groups, for example, by their transformation to the corresponding ethers or esters. 29 Thus, 4-bromopyrazol-3-ol (4) was coupled with tert-butyl acrylate under Heck reaction conditions to afford product 10a at a moderate yield of 50%.…”
Section: Resultsmentioning
confidence: 99%
“…The crude desired products were obtained as yellow solids, after filtration crude product was purified by crystallization in ethanol/methanol and yield of product was recorded as 93%. Procedure for benzoylation of 1-naphtol [26 ]. To a mixture of 1-naphthol (7 mmol, 1 g) and anhydrous AlCl 3 (10 mmol, 1.38 g) stirred at 50 o C, benzoyl chloride (10 mmol, 1.46 g) was added in several portions, very carefully holding the temperature under 50 °C.…”
Section: Procedures For Benzoylation Of Substituted 4-chlorophenolmentioning
confidence: 99%
“…When the mixture was cooled down to 0 • C, a solution of 2-hydroxy-1,1¢-binaphthyl 16 (1.35 g, 5 mmol) in 10 mL THF was added dropwise. After 1 h, 1.2 mL methoxymethyl chloride (MOMCl) was added by a syringe.…”
Section: Synthesis Of 2-methoxymethoxy-11¢-binaphthylmentioning
confidence: 99%
“…18(14), N(2)-Cr(2)-Cl(2) 92.49 (15). (8), Cr(2)-O(2) 1.902(5), Cr(2)-N(2) 2.102(6), Cr(2)-Cl(2) 2.292(2), C22-N(2) 1.279 (8), O(2)-C(11) 1.318 (7); O(1)-Cr(1)-N(1) 87.1(2), O(1)-Cr(1)-Cl(1) 96.17 (17), N(1)-Cr(1)-Cl(1) 91.86(19), O(2)-Cr(2)-N(2) 85.5(2), O(2)-Cr(2)-Cl(2) 97.60 (16), N(2)-Cr(2)-Cl(2) 91.61 (17). distances and angles are depicted in Fig.…”
Section: Introductionmentioning
confidence: 99%