One-pot cross-enyne metathesis (CEYM)–Diels–Alder reaction of gem-difluoropropargylic alkynes

Beilstein Journal of Organic Chemistry

Carlos del Pozo¹  Santos Fustero¹  Paula Bello¹  Javier Miró¹  María Sánchez-Roselló¹  Günter Haufe² 

[1] Departamento de Química Orgánica, Universidad de Valencia, E-46100 Burjassot, Spain;Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstraße 40, D-48149 Münster, Germany;

关键词: cross metathesis;    Diels–Alder;    one-pot reaction;    organo-fluorine;    propargylic difluorides;   

DOI  :  10.3762/bjoc.9.305

来源: DOAJ

【 摘 要 】

Propargylic difluorides 1 were used as starting substrates in a combination of cross-enyne metathesis and Diels–Alder reactions. Thus, the reaction of 1 with ethylene in the presence of 2nd generation Hoveyda–Grubbs catalyst generates a diene moiety which in situ reacts with a wide variety of dienophiles giving rise to a small family of new fluorinated carbo- and heterocyclic derivatives in moderate to good yields. This is a complementary protocol to the one previously described by our research group, which involved the use of 1,7-octadiene as an internal source of ethylene.

【 授权许可】

Unknown