2021
DOI: 10.1039/d1qo00793a
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1,1,2-Tribromoethyl arenes: novel and highly efficient precursors for the synthesis of 1-bromoalkynes and α-bromoketones

Abstract: In this work, we develop a novel method to synthesize 1,1,2-tribromoethyl arenes, which can be easily transformed to 1-bromoalkynes via base-mediated elimination reaction. The bromination reagent was in situ generated...

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Cited by 3 publications
(2 citation statements)
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“…The acidic form, bromic acid, is unstable and will revert back to bromine when enough bromide is present to allow Equation (12) to proceed [13,71] . This can then be used to brominate organics, either in an electrophilic reaction, [71–72] or, when adding a radical initiator such as AIBN or through irradiation, in a radical reaction [71,73] trueNaBrO3+6H++5Br-3Br2+3H2O+Na+ …”
Section: Sodium Bromatementioning
confidence: 99%
“…The acidic form, bromic acid, is unstable and will revert back to bromine when enough bromide is present to allow Equation (12) to proceed [13,71] . This can then be used to brominate organics, either in an electrophilic reaction, [71–72] or, when adding a radical initiator such as AIBN or through irradiation, in a radical reaction [71,73] trueNaBrO3+6H++5Br-3Br2+3H2O+Na+ …”
Section: Sodium Bromatementioning
confidence: 99%
“…46−7.45 (m, 1H), 7.36− 7.33 (m, 2H), 7.28−7.24 (m, 1H); 13 C{ 1 H} NMR (100 MHz, CDCl 3 ) δ 134.2,131.8,130.1,129.5,129.0,124.3,78.7,benzene (2n). 27 White solid (79%, 2.04 g); isolated by column chromatography (petroleum ether); 1 H NMR (400 MHz, CDCl 3 ) δ 7.57 (t, J = 1.8 Hz, 1H), 7.45 (ddd, J = 8.1, 2.0, 1.1 Hz, 1H), 7.35 (dt, J = 7.8, 1.2 Hz, 1H), 7.15 (t, J = 8.0 Hz, 1H); 13 C{ 1 H} NMR (100 MHz, CDCl 3 ) δ 134 .7, 131.8, 130.5, 129.7, 124.5, 122.1, 78.5, 51.7.…”
Section: -(4-(bromoethynyl)phenyl)ethan-1-one (2j)mentioning
confidence: 99%