Palladium-Catalyzed Decarbonylative Rearrangement of N-Allenyl Seleno- and Tellurocarbamates

ABSTRACT Decarbonylative rearrangement of seleno‐ and tellurocarbamates carrying an allenyl group on the nitrogen was found to proceed in the presence of a palladium catalyst to afford 3‐chalcogeno‐1‐azadienes. This transformation may involve oxidative addition of Pd to a carbon–chalcogen bond, deca...

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Published inHeteroatom chemistry Vol. 25; no. 6; pp. 518 - 524
Main Authors Shiro, Daisuke, Nagai, Hiroyuki, Fujiwara, Shin-ichi, Tsuda, Susumu, Iwasaki, Takanori, Kuniyasu, Hitoshi, Kambe, Nobuaki
Format Journal Article
LanguageEnglish
Published London Blackwell Publishing Ltd 01.11.2014
Hindawi Limited
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Summary:ABSTRACT Decarbonylative rearrangement of seleno‐ and tellurocarbamates carrying an allenyl group on the nitrogen was found to proceed in the presence of a palladium catalyst to afford 3‐chalcogeno‐1‐azadienes. This transformation may involve oxidative addition of Pd to a carbon–chalcogen bond, decarbonylation from a carbamoylpalladium unit (R2N‐C(O)‐PdChPh: Ch = Se or Te), Pd shift, and reductive elimination.
Bibliography:ArticleID:HC21217
ark:/67375/WNG-3HK7FJGT-W
istex:8CE77A152DE8188C693BF1B4ADC5B79CC4BD7342
Dedicated to 77th birthday of Professor Renji Okazaki.
ISSN:1042-7163
1098-1071
DOI:10.1002/hc.21217