2010
DOI: 10.1016/j.tetlet.2010.04.071
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Facile synthesis of benzoxazoles from 1,1-dibromoethenes

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Cited by 20 publications
(8 citation statements)
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“…22e31 In this regard, Shen et al recently reported a preparation of 2-benzyl benzoxazole through coupling of 1,1-dibromoethene with 2-aminophenol under the promotion of 1,4-diazabicyclo[2.2.2]-octane (DABCO). 32 During the formation of 2-benzyl benzoxazole, 1-(2-bromoethynyl) benzene is generated through DABCO promoted dehydrobromination of 1-(2,2-dibromovinyl) benzene and acts as a crucial intermediate (Scheme 1).…”
Section: Introductionmentioning
confidence: 99%
“…22e31 In this regard, Shen et al recently reported a preparation of 2-benzyl benzoxazole through coupling of 1,1-dibromoethene with 2-aminophenol under the promotion of 1,4-diazabicyclo[2.2.2]-octane (DABCO). 32 During the formation of 2-benzyl benzoxazole, 1-(2-bromoethynyl) benzene is generated through DABCO promoted dehydrobromination of 1-(2,2-dibromovinyl) benzene and acts as a crucial intermediate (Scheme 1).…”
Section: Introductionmentioning
confidence: 99%
“…Comparison of the results of ultrasound irradiation with conventional conditions indicated that, the reaction of various aromatic aldehydes with 2-aminophenol would be catalyzed by ultrasonic irradiation [38,39,[44][45][46][47]. Chemical reactions can be catalyzed under ultrasound irradiation through acoustic cavitation: formation, growth and collapse of bubbles [48].…”
Section: Synthesis Of 2-aryl Substituted Benzoxazolesmentioning
confidence: 99%
“…[23][24][25] Benzoxazoles can also be synthesized via the condensation of o-aminophenols with ortho-esters [26] or 1,1dihaloalkenes. [27,28] Solid-phase synthetic approach covers the efficient methods leading to benzoxazole libraries formed by combinatorial 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 assembly ( Figure 4). Wang et al reported the synthesis of benzoxazole using Wang resin, [29] Beebe et al used polystyrenebased linker and 3-nitrotyrosins, [30] Chen with coworkers established a strategy on PEG-5000 soluble support.…”
Section: Introductionmentioning
confidence: 99%
“…A conventional solution‐phase synthetic approach (Figure ) comprises the condensation of o ‐aminophenols with aldehydes or carboxylic acids . Benzoxazoles can also be synthesized via the condensation of o ‐aminophenols with ortho‐esters or 1,1‐dihaloalkenes ,…”
Section: Introductionmentioning
confidence: 99%