Olefin-Migrative Cleavage of Cyclopropane Rings through the Nickel-Catalyzed Hydrocyanation of Allenes and Alkenes
作者:Hiroto Hori、Shigeru Arai、Atsushi Nishida
DOI:10.1002/adsc.201601400
日期:2017.4.3
A nickel‐catalyzed hydrocyanation triggered by hydronickelation of the carbon‐carbon double bonds of allenes followed by cyclopropane cleavage is described. The observed regio‐ and stereochemistries in the products are strongly influenced by the initial hydronickelation step, and allenyl‐ and methylenecyclopropanes reacted smoothly to promote the cleavage of cyclopropane. In contrast, this cleavage
Rhodium(III)-Catalyzed Controllable C−H Bond Functionalization of Benzamides and Vinylidenecyclopropanes: A Directing Group Determined Reaction Pathway
作者:Cheng Ji、Qin Xu、Min Shi
DOI:10.1002/adsc.201601308
日期:2017.3.20
A controllable rhodium(III)‐catalyzed C−H bond activation of benzamides and vinylidenecyclopropanes (VDCPs) by changing the directing group from C(O)NH–OPiv to C(O)NH–OBoc has been disclosed, affording two different major products in good yields under mild condition, respectively. The substrate scope has been investigated and a plausible reaction mechanism has been also proposed on the basis of previous
Iron-Catalyzed Cross-Coupling of 1-Alkynylcyclopropyl Tosylates and Related Substrates
作者:Daniel J. Tindall、Helga Krause、Alois Fürstner
DOI:10.1002/adsc.201600357
日期:2016.7.28
1‐Alkynylcyclopropyl tosylates react with alkylmagnesium halides in the presence of catalytic ferric acetylacetonate [Fe(acac)3] under net propargylic substitution; allene formation, which is the prevalent reactivity mode of propargylic substrates otherwise, was noticed as a side reaction only when branched alkyl‐ or aryl‐Grignard reagents were used. These transformations represent the first successful iron‐catalyzed