Synthesis 2009(3): 495-501  
DOI: 10.1055/s-0028-1083305
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Simple and Efficient Preparation of Novel Formaldehyde Derivatives

Rainer Hartung, Gregor Golz, Susanne Schlaf, Gudrun Silvennoinen, Kurt Polborn, Peter Mayer, Hans Rudolf Pfaendler*
Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstraße 5-13, Haus F, 81377 München, Germany
Fax: +49(89)218077771; e-Mail: hrp@cup.uni-muenchen.de;
Further Information

Publication History

Received 29 July 2008
Publication Date:
09 January 2009 (online)

Abstract

New formaldehyde derivatives were prepared in good yields by a short and versatile route. Several crystal structures of corresponding thioacetic acid esters and thiols were determined. The thioacetates were cleaved under acidic or basic conditions affording the thiols in high yield, thus introducing the new substance classes of N-mercaptomethyl-alkylcarboxamides, N-mercapto­methylsulfonamides, and alkoxymethanethiols.

7

CCDC 678213 (4b), CCDC 694690 (4i), CCDC 678214 (4j), CCDC 694363 (5d), CCDC 694364 (5g), CCDC 694362 (5h) and CCDC 694365 (5i) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/­
data_request/cif or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44(1223)336033; e-mail: deposit@ccdc.cam.ac.uk.