2005
DOI: 10.1021/jo050420c
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A Convenient Route to Diverse Heterocycles through an Addition of β-Amino Carbonyl Compounds to 3-Halogeno-4-methoxybenzynes

Abstract: [reaction: see text] 3-Halogeno-4-methoxybenzynes 5 generated from 5-(3-halogeno-4-methoxyphenyl)thianthrenium perchlorates 1 and LDA in THF at reflux reacted with various beta-amino carbonyl compounds and 2-aminophenyl benzenesulfonate etc. to give diverse heterocyclic compounds.

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Cited by 31 publications
(19 citation statements)
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“…The Larock group developed an acridine synthesis via aryne intermediates (Scheme , c) 7d. A similar protocol was reported by Kim, using a different benzyne precursor 7e…”
Section: Introductionmentioning
confidence: 99%
“…The Larock group developed an acridine synthesis via aryne intermediates (Scheme , c) 7d. A similar protocol was reported by Kim, using a different benzyne precursor 7e…”
Section: Introductionmentioning
confidence: 99%
“…Numerous reactions of the thianthrene cation radical with nucleophiles, electron-rich aromatics, alcohols, azoalkanes, organometallics, ketones, and various derivatives of aldehydes and ketones are to be found, and have been in part reviewed, in the literature [1][2][3][4][5][6][7][8][9][10][11][12][13][14]. Among these reactions, additions to alkenes and cycloalkenes, which were first discovered more than 20 years ago [15,16], have drawn, recently, further extensive interest [17][18][19][20].…”
Section: Introductionmentioning
confidence: 99%
“…The synthesis of 1, 2, and 3 has been reported elsewhere [6][7][8]. The calix [4]arene derivatives were dissolved in chloroform to generate self-assembled monolayer on gold substrates.…”
Section: Methodsmentioning
confidence: 99%