53366-57-7Relevant articles and documents
Direct Cross-Coupling of Allylic C(sp3)?H Bonds with Aryl- and Vinylbromides by Combined Nickel and Visible-Light Catalysis
Huang, Long,Rueping, Magnus
supporting information, p. 10333 - 10337 (2018/07/31)
An efficient protocol for the direct allylic C(sp3)?H bond activation of unactivated tri- and tetrasubstituted alkenes and their functionalization with aryl- and vinylbromides by nickel and visible-light photocatalysis has been developed. The method allows C(sp2)?C(sp3) formation under mild reaction conditions with good functional-group tolerance and excellent regioselectivity.
Cyclizations of ω-Allenyl Radicals
Apparu, Marcel,Crandall, Jack K.
, p. 2125 - 2130 (2007/10/02)
Allenyl halides of structure (CH3)2C=C=CH(CH2)nX with n=3-6 have been prepared and reacted with n-Bu3SnH to generate the corresponding radicals for examination of the cyclization reactions of these reactive intermediates.The observed hydrocarbon products indicate that cyclization occurs for the n=3,4, and 5 radicals but not for the n=6 species.The n=3 radical isomerizes very efficiently by intramolecular addition to the sp carbon of the allene group.The n=5 intermediate reacts relatively slowly by attack at the near sp2 carbon.Both cyclization modes are observed for the n=4 species.The details of these radical cyclizations are discussed.
