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Synthesis of Bicyclic Thiazolidinethiones and Oxazolidinones by Water‐Mediated Multicomponent Reactions (MCR) and Ring‐Closing Metathesis (RCM)
Author(s) -
Stalling Timo,
Saak Wolfgang,
Martens Jürgen
Publication year - 2013
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.201301162
Subject(s) - chemistry , ring closing metathesis , metathesis , bicyclic molecule , salt metathesis reaction , combinatorial chemistry , ring (chemistry) , double bond , stereochemistry , closing (real estate) , organic chemistry , polymer , political science , law , polymerization
Starting with the development of new multicomponent reactions (MCR) in water, hydroxy thiazolidinethiones and oxazolidinones were prepared efficiently in a one‐pot procedure. The reaction was carried out under mild conditions, consistent with the principles of “green chemistry”. These precursors were converted into different dienes containing terminal C–C double bonds by modifying the hydroxy group in one‐ or two‐step sequences. A final ring‐closing metathesis (RCM) reaction led to various classes of unsaturated bicycles.