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Synfacts 2010(10): 1123-1123  
DOI: 10.1055/s-0030-1258612
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart ˙ New York

Molybdenum Complex Catalyzed Reductive Cyclization of ω-Nitro Alkenes

Contributor(s): Victor Snieckus, Johnathan Board
C. C. Malakar, E. Merisor, J. Conrad, U. Beifuss*
Universität Hohenheim, Stuttgart, Germany
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Publication History

Publication Date:
22 September 2010 (online)

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Significance

Reported is the reductive cyclization of ω-nitro alkenes to dihydro benzothiazines, benzoxazines and quinolines using triphenylphosphine as the reductant and a molybdenum complex as the catalyst. The reaction is proposed to proceed through an ‘Alder-ene’ mechanism, which is supported by the absence of reaction in the case of terminal alkenes for which no ene reaction is possible.