Etude electrochimique et chrono-absorptometrique de l'addition electrophile du radical cation du thianthrene sur le diphenyl-1, 1 ethylene

Genies, M.; Moutet, Jean‐Claude; Reverdy, Gilbert

doi:10.1016/0013-4686(81)85026-8

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Cited by 6 publications

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Iron‐Catalyzed Oxidative Mono‐ and Bis‐Phosphonation of N,N‐Dialkylanilines

2010

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Abstract:The dehydrogenative a-phosphonation of substituted N,N-dialkylanilines by dialkyl H-phosphonates was achieved under mild conditions by using environmentally benign iron(II) chloride as catalyst and tert-butyl hydroperoxide as oxidant. The reaction proceeded in the presence of electron-donating (methoxy, methyl, benzyl) and electron-withdrawing ring-substitutents (bromo, carbonyl, carboxyl, m-nitro) in moderate to good yields. The X-ray crystal structure of N-(5,5-dimethyl-2-oxo-2l 5 -[1,3,2]dioxaphosphinan-2-yl-methyl)-N-methyl-p-toluidine was determined. Bis-(4-(dimethylamino)phenyl)methane and bis-4,4'-(dimethylamino)benzophenone underwent bisphosphonation selectively by respective monophosphonation at the remote dimethylamino groups. Furthermore, the use of excess di-

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