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Reactions of 1,3-dioxacycloalkanes and their 2-arsena, 2-bora, 2-germa, 2-sila, and 2-thia analogs with nitriles

โœ Scribed by V. V. Kuznetsov


Book ID
106519791
Publisher
Springer
Year
2005
Tongue
English
Weight
728 KB
Volume
54
Category
Article
ISSN
1573-9171

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Diels-alder reactions of 2-(2-nitroethen
โœ Wayland E. Noland; Gianluca Pardi ๐Ÿ“‚ Article ๐Ÿ“… 2005 ๐Ÿ› Journal of Heterocyclic Chemistry ๐ŸŒ English โš– 81 KB

Diels-Alder reaction of 2-(E-2-nitroethenyl)-1H-pyrrole (2a) with 1,4-benzoquinone gave the desired benzo[e]indole-6, 9(3H)-dione (4a) in 10% yield versus a 26% yield (lit. 86% [5]) of the known N-methyl compound (4b) from the N-(or 1)-methyl compound (2b). Protection of the nitrogen of 2a with a ph