In:
Synthesis, Georg Thieme Verlag KG, Vol. 54, No. 21 ( 2022-11), p. 4727-4733
Abstract:
Spiroindoles are key scaffolds in a large number of natural products, pharmaceuticals, and agrochemicals. Selective C–H activation has emerged as a powerful synthetic approach to streamline the synthesis of substituted spiroindoles. To date, various 2- and 3-indolyl-tethered aza-spiro-centers have been successfully achieved via C–H activation. However, introduction of spiro-containing systems onto the benzenoid core of indole still remains challenging. Herein, a method of Rh(III)-catalyzed selective C7-H activation/cyclization of indole with maleimide to afford novel spiroindole derivatives is reported, which incorporate both succinimide and spirocycle into indole unit. Gram-scale synthesis demonstrates the utility of this protocol, further modification via click chemistry offered a novel scaffold as a versatile spiro linker.
Type of Medium:
Online Resource
ISSN:
0039-7881
,
1437-210X
Language:
German
Publisher:
Georg Thieme Verlag KG
Publication Date:
2022
detail.hit.zdb_id:
204080-3
detail.hit.zdb_id:
2033062-5
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