Synlett 2019; 30(01): 59-62
DOI: 10.1055/s-0037-1610341
letter
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Conformationally Locked and C-Linked Analogues of Imidazole-Based Ketene Dithioacetal Fungicides

Julien Gagnepain
,
Stephane Jeanmart
,
Damien Bonvalot
,
Olivier Jacob
,
Clemens Lamberth*
Syngenta Crop Protection AG, Chemical Research, Schaffhauserstrasse 101, 4332 Stein, Switzerland   Email: clemens.lamberth@syngenta.com
› Author Affiliations
Further Information

Publication History

Received: 25 September 2018

Accepted after revision: 05 November 2018

Publication Date:
03 December 2018 (online)


Abstract

First examples with the unknown tricyclic 4,8b-dihydro-3aH-indeno[1,2-d][1,3]dithiole ring system have been prepared. Also, imidazoles linked in ring position 5 to a ketene dithioacetal and 1,3-dithiane derivatives with an exocyclic cyano- and imidazole-substituted C–C double bond are completely new. All these compounds are either conformationally locked, C-linked or six-ring analogues of the antifungal agent luliconazole. Synthesis and fungicidal activity of these sterol biosynthesis inhibitors are reported.

Supporting Information