Amidine als Zwischenprodukte bei Umamidierungsreaktionen. 9. Mitteilung über Umamidierungsreaktionen | Zendy

Heidelberger Christian | Zendy; Guggisberg Armin | Zendy; Stepha Euripides | Zendy; Hesse Manfred | Zendy

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Amidine als Zwischenprodukte bei Umamidierungsreaktionen. 9. Mitteilung über Umamidierungsreaktionen

Author(s) -

Heidelberger Christian,

Guggisberg Armin,

Stepha Euripides,

Hesse Manfred

Publication year - 1981

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19810640205

Subject(s) - chemistry , amidine , bicyclic molecule , ring (chemistry) , hydrolysis , medicinal chemistry , stereochemistry , organic chemistry

Amidines as Intermediates in Transamidation Reactions By loss of water in the presence of p ‐toluenesulfonic acid/xylole N ‐aminoalkyllactames form bicyclic amidines. The corresponding N ‐alkylaminoalkyl‐lactames' react to bicyclic amidinium salts or to transamidated products, ring‐enlarged by the N ‐alkylamino residue, respectively (s. Scheme 1 ). The bicyclic amidines and amidinium salts are partially hydrolyzed by KOH/H 2 O to lactames (s. Scheme 2 ). Which of the two possible isomeric lactames are formed is discussed.

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