Alder-Rickert reaction
The Alder-Rickert reaction is a name reaction in organic chemistry that was first introduced in 1936 by Kurt Alder and Hans Rickert and was later named after them.
Overview reaction
The Alder-Rickert reaction is an extension of the Diels-Alder reaction , in which the Diels-Alder cycloadducts displace the cleavable groups ( R 1 and R 2 ) to form even more stable aromatic compounds under thermal conditions or in the presence of acids or to form bases.
Sample reaction
The following reaction sequence contains an intramolecular variant of the Alder-Rickert reaction:
application
This reaction is used in the formation of various aromatic compounds, such as steroids , multiply substituted chlorophenols , phthalic acid , or differently substituted variants of phthalic acid, such as 4-methylphthalic acid.
Individual evidence
- ^ A b c Zerong Wang: Alder-Rickert Reaction . In: Comprehensive Organic Name Reactions and Reagents . Wiley, 2010, ISBN 978-0-470-63885-9 , pp. 41-44 , doi : 10.1002 / 9780470638859.conrr011 .
- ↑ Dietmar Schomburg, Marion Thielmann, Ekkehard Winterfeld: Ansa-Steroids . In: Tetrahedron Letters . tape 26 , no. 14 , 1985, pp. 1705-1706 , doi : 10.1016 / S0040-4039 (00) 98316-3 .
- ↑ John W. Patterson: The Alder-Rickert Reaction in a Synthesis of m-Chlorophenols and 4-Chloromycophenolic Acid . In: The Journal of Organic Chemistry . tape 60 , no. 3 , 1995, p. 560-563 , doi : 10.1021 / jo00108a017 .
- ↑ Kurt Alder, Hans Ferdinand Rickert: On the knowledge of the diene synthesis. I. About a method of direct differentiation between cyclic penta- and hexadienes . In: Justus Liebig's Annals of Chemistry . tape 524 , no. 1 , 1936, pp. 180-189 , doi : 10.1002 / jlac.19365240109 .
- ↑ Kurt Alder, Hans Ferdinand Rickert: For knowledge of the diene synthesis, III. Communication: About the products of water splitting from α-terpineol . In: Reports of the German Chemical Society (A and B Series) . tape 70 , no. 6 , June 9, 1937, pp. 1364-1369 , doi : 10.1002 / cber.19370700632 .