Pd(II)-catalyzed di-o-olefination of carbazoles directed by the protecting N-(2-pyridyl)sulfonyl group.
Pd(II)-catalyzed di-o-olefination of carbazoles directed by the protecting N-(2-pyridyl)sulfonyl group.
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DOI:
10.1021/ol400206k
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发表时间:
2013-02
期刊:
影响因子:
5.2
通讯作者:
Beatriz Urones;R. Gómez Arrayás;J. Carretero
中科院分区:
文献类型:
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作者:
Beatriz Urones;R. Gómez Arrayás;J. Carretero
Despite the significance of carbazole in pharmacy and material science, examples of the direct C-H functionalization of this privileged unit are quite rare. The N-(2-pyridyl)sulfonyl group enables the Pd(II)-catalyzed ortho-olefination of carbazoles and related systems, acting as both a directing and readily removable protecting group. This method features ample structural versatility, affording typically the double ortho-olefination products (at C1 and C8) in satisfactory yields and complete regiocontrol. The application of this procedure to related heterocyclic systems, such as indoline, is also described.