Chemical synthesis study demonstrates palladium-catalyzed asymmetric dearomative cycloaddition of 3-nitroindoles, highlighting an efficient route to indoline-fused oxa-eight-membered rings.
, which enables the ring opening of vinyl oxetanes to drive asymmetric dearomatization of 3-nitroindoles for the enantioselective [6 + 2] cycloaddition, leading to the construction of indoline-fused oxa-eight-membered rings in good yields with high to excellent stereoselectivities (up to 96% yield, >95:5 dr, and 98% ee). This work represents the first example of asymmetric dearomatization of electron-deficient nitroindoles triggered by oxa-π-allylpalladium 1,6-dipoles.
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Chen et al. (2025) studied this question.
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