- Directed ortho metalation of n,n-diethyl benzamides. Methodology and regiospecific synthesis of useful contiguously tri- and tetra-substituted oxygenated aromatics, phthalides and phthalic anhydrides
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Full experimental details for the directed ortho metalation approch to a variety of simple ortho-substituted N,N-diethyl benzamides (Table 1) and contiguously 1,2,3- and 1,2,3,4-substituted benzamides (Tables 2) are given. The efficient conversion of these benzamides (6, 10, 12, 13, 18, 19) into phthalides (9a-b, 16b-c, 17) and phthalic anhydrides (8,16a), compounds previously available by demanding, classical methods, is detailed. A short synthesis of iso-ochracinic acid (27) is described.
- De Silva,Reed,Billedeau,Wang,Norris,Snieckus
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p. 4863 - 4878
(2007/10/02)
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- Ortho-effects in 1-(2-Aminomethylaryl)-1-buten-3-ones and Their Hydrogenation Products, II: 2-(Aminomethyl)phenylmethylenacetones and Their Hydrogenation Products, I
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The preparations of the compounds 3-13 are described.
- Mayer, Klaus K.,Poettinger, Theodor,Wiegrebe, Wolfgang
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p. 669 - 674
(2007/10/02)
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