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Synthesis of metallated (metal = Si, Ge, Sn) pyridazines by cycloaddition of metal substituted alkynes to 1,2,4,5-tetrazine

✍ Scribed by Dieter K Heldmann; Jürgen Sauer

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
218 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis

MR3-substituted alkynes 2 and 3 (M = Si, Ge, Sn; R = alkyl) show high reactivity in inverse-type Diels-Alder reactions with the ~-electron-deficient 1,2,4,5-tetrazine 1 in strict contrast to the corresponding carbon compounds. Kinetic data prove the huge accelerating effect of the trialkyltin substituent, offering a simple access to new beteroaromatic organotin derivatives, which can be easily transformed by standard methods of organotin chemistry.

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