C a r b o n -H e t e r o a t o m B o n d -F o r m i n g R e a c t i o n s M e d i a t e d b y C A NAbstract: As a powerful one-electron oxidant, cerium(IV) ammonium nitrate (CAN) is useful for a variety of oxidative transformations including carbon-carbon bond formation. Recent work has also demonstrated the usefulness of CAN in carbon-heteroatom bond-forming reactions. Particularly noteworthy is the effectiveness of CAN in building C-N, C-S, C-Se, C-Br, and C-I bonds. This account is aimed at creating awareness among organic chemists about such reactions with potential application in the synthesis of a variety of building blocks.
The oxidative cyclisation of cinnamyl ethers mediated by cerium(IV) ammonium nitrate results in the stereospecific formation of 3,4-trans disubstituted tetrahydrofuran derivatives in moderate to good yields.
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