ChemInform Abstract: Photodecarboxylative Additions of α-Keto Carboxylates to Phthalimides....

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2001 photochemistry, radiation chemistry, chemoluminescence photochemistry, radiation chemistry, chemoluminescence O 0160 05 - 043 Photodecarboxylative Additions of α-Keto Carboxylates to Phthalim- ides. Alkylation, Acylation, and Ring Expansion. — The substitution pattern of α-keto carboxylates shows a strong influence on their reactivity in the photodecarboxylative addition to N-methyl phthalimide.Secondary or tertiary α-keto carboxylates (I) give the alkylation products (III), glyoxylate the reduction product (IV). The primary educts (V) and (VII) yield ring expansion products and the acylation product (IX). — (GRIESBECK, AXEL G.; OELGEMOELLER, MICHAEL; LEX, JOHANN; Synlett (2000) 10, 1455-1457; Inst. Org. Chem., Univ. Koeln, D-50939 Koeln, Germany; EN) 1

Transcript of ChemInform Abstract: Photodecarboxylative Additions of α-Keto Carboxylates to Phthalimides....

Page 1: ChemInform Abstract: Photodecarboxylative Additions of α-Keto Carboxylates to Phthalimides. Alkylation, Acylation, and Ring Expansion.

2001 photochemistry, radiation chemistry, chemoluminescence

photochemistry, radiation chemistry, chemoluminescenceO 0160

05 - 043Photodecarboxylative Additions of α-Keto Carboxylates to Phthalim-ides. Alkylation, Acylation, and Ring Expansion. — The substitutionpattern of α-keto carboxylates shows a strong influence on their reactivityin the photodecarboxylative addition to N-methyl phthalimide.Secondary ortertiary α-keto carboxylates (I) give the alkylation products (III), glyoxylate thereduction product (IV). The primary educts (V) and (VII) yield ring expansionproducts and the acylation product (IX). — (GRIESBECK, AXEL G.;OELGEMOELLER, MICHAEL; LEX, JOHANN; Synlett (2000) 10, 1455-1457;Inst. Org. Chem., Univ. Koeln, D-50939 Koeln, Germany; EN)

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