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The Photochemical Reactions of α,β,γ,δ -Unsaturated Diazo Compounds at Low Temperature by Ian R. Robertson; John T Sharp is a Chemistry article available to read on EtoBox.

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The a,B:y,S-unsaturated tosylhydrazone lithium salts ( 4) undergo photolysis at -60°C to give v~nylcyclopropenes (10) and 11,21d~azeto[l,4-al pyrroles (11) and/or (12). The formation of (11, X=H) establishes the intermediacy of (8, X=H) in the formation of the 3H-1,2-diazeplne (9). The dlazoalkene (5, X=Me) showed opposite electroc~clisation periselectlvlty to Its thermal cyclisation and gave (11, X=Me) vld (8, X=Me), rather than the pyrazoles (2) and 0). We recently reported on the periselectlvlty of the thermal cyclisatron reactions of d range of a,3:y,d\_unsaturated diazo compounds e.g. (5, X=H) and (5, X-Me), carried out at ca 80°C.

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Author

Ian R. Robertson; John T Sharp

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4020)

Published

1984

Language

EN

Field

Chemistry (Physical Sciences)