O-to-C Skeletal Editing Bridges Isoxazoles to Pyrroles in One Pot

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Source: Nature
O-to-C Skeletal Editing Bridges Isoxazoles to Pyrroles in One Pot
Photo: Nature
TL;DR

Nature reports a one-pot O-to-C skeletal edit that converts isoxazoles into pyrroles via a key N-propargylic enaminone intermediate. The method provides an orthogonal retrosynthetic disconnection to traditional pyrrole syntheses and enables regioselective pyrroles that were previously hard to access, with a predictive computational model describing conformational features governing outcomes. Full data, including crystallography, are in the Supplementary Information and associated deposits.

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