Unlocking the  N  2  Selectivity of Benzotriazoles: Regiodivergent and Highly Selective Coupling of Benzotriazoles with Allenes | Zendy

Xu Kun | Zendy; Thieme Niels | Zendy; Breit Bernhard | Zendy

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Unlocking the N 2 Selectivity of Benzotriazoles: Regiodivergent and Highly Selective Coupling of Benzotriazoles with Allenes

Author(s) -

Xu Kun,

Thieme Niels,

Breit Bernhard

Publication year - 2014

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201403682

Subject(s) - rhodium , selectivity , chemistry , benzotriazole , catalysis , reactivity (psychology) , coupling (piping) , medicinal chemistry , stereochemistry , organic chemistry , materials science , medicine , alternative medicine , pathology , metallurgy

The rhodium‐catalyzed, highly N 2 ‐ and N 1 ‐selective coupling of benzotriazoles with allenes is reported. The exceptionally high N 2 and N 1 selectivities were achieved by using a rhodium(I)/DPEphos and rhodium(I)/JoSPOphos catalyst, respectively. This method permits the atom‐economic synthesis of valuable branched N 2 ‐ and N 1 ‐allylated benzotriazole derivatives and allows for preliminary studies of their reactivity.

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