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Efficient Preparation of [2‐ 13 C]‐ and [3‐ 13 C]‐3‐Cyano‐4‐methyl‐3‐pyrrolin‐2‐one
Author(s) -
ShresthaDawadi Prativa Bade,
Lugtenburg Johan
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200600830
Subject(s) - chemistry , bifunctional , knoevenagel condensation , molecule , ring (chemistry) , nitrile , medicinal chemistry , organic chemistry , stereochemistry , catalysis
[2‐ 13 C]‐ and [3‐ 13 C]‐3‐cyano‐4‐methyl‐3‐pyrrolin‐2‐one have been prepared by a new synthetic route. α,α‐Dimethoxy ketones react with bifunctional molecules in an extended Knoevenagel reaction. The products of this reaction are converted in a few steps and in high yields into the biologically important 3‐pyrrolin‐2‐ones. This new approach also allows simple stable isotope incorporation at many sites of the ring system. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)