PreprintCC BYChemRxiv
Synthesis of Dihydro-indolo-oxazines via a RedOx‑Neutral, Gold‑Catalyzed Hydride‑Transfer Process
Abstract
RedOx neutral gold-mediated processes are particularly valuable for C-H bond functionalization. When these transformations proceed stepwise via intramolecular hydride transfer to an electrophilic Gold(I) center, their efficiency critically depends on the nature of the hydride donor. We report herein that, in contrast to tertiary amines, which strongly coordinate to gold and thereby tend to inhibit catalysis, benzyl ethers can serve as effective hydride donors, enabling a smooth catalytic C-H functionalization sequence. This reactivity is illustrated by the synthesis of a series of dihydro-indolo-oxazines, obtained in moderate to high yields under mild catalytic conditions.
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BibTeX
@misc{caron2026synthesis,
title = {{Synthesis of Dihydro-indolo-oxazines via a RedOx‑Neutral, Gold‑Catalyzed Hydride‑Transfer Process}},
author = {Elyssa Caron and Fabien Gagosz},
howpublished = {ChemRxiv},
year = {2026},
month = sep,
doi = {10.26434/chemrxiv.15009204/v1},
url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15009204/v1},
note = {CC BY},
}
RIS
TY - UNPB
TI - Synthesis of Dihydro-indolo-oxazines via a RedOx‑Neutral, Gold‑Catalyzed Hydride‑Transfer Process
AU - Elyssa Caron
AU - Fabien Gagosz
PY - 2026
DA - 2026/09/21
PB - ChemRxiv
DO - 10.26434/chemrxiv.15009204/v1
UR - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15009204/v1
AB - RedOx neutral gold-mediated processes are particularly valuable for C-H bond functionalization. When these transformations proceed stepwise via intramolecular hydride transfer to an electrophilic Gold(I) center, their efficiency critically depends on the nature of the hydride donor. We report herein that, in contrast to tertiary amines, which strongly coordinate to gold and thereby tend to inhibit catalysis, benzyl ethers can serve as effective hydride donors, enabling a smooth catalytic C-H functionalization sequence. This reactivity is illustrated by the synthesis of a series of dihydro-indolo-oxazines, obtained in moderate to high yields under mild catalytic conditions.
ER -