Can I read Gadolinium Photocatalysis: Dearomative [2+2] Cycloaddition/Ring‐Expansion Sequence with Indoles on EtoBox?

Gadolinium Photocatalysis: Dearomative [2+2] Cycloaddition/Ring‐Expansion Sequence with Indoles by Jiajia Ma; Felix Schäfers; Constantin Daniliuc; Klaus Bergander; Cristian A. Strassert; Frank Glorius is a Chemistry article available to read on EtoBox.

What is Gadolinium Photocatalysis: Dearomative [2+2] Cycloaddition/Ring‐Expansion Sequence with Indoles about?

## Abstract Lanthanide photocatalysts are much less investigated in synthetic chemistry than rare and expensive late transition metals. We herein introduce Gd^III^ photocatalysis of a highly regioselective, intermolecular [2+2] photocycloaddition/ring‐expansion sequence with indoles, which could provide divergent access to cyclopenta[b]indoles and indolines. A simple and commercially available Gd(OTf)~3~ salt is sufficient for this visible‐violet‐light‐induced transformation. The reaction proceeds either through a transient or start‐to‐end dearomatization cascade and shows excellent regioselectivity (usually >95:5 r.r.), broad scope (59 examples), good functional group tolerance and facile scale‐up under mild, direct visible‐light‐excitation conditions. Mechanistic investigations reveal that direct excitation of the Gd(OTf)~3~/indole mixture gives an excited state intermediate, which undergoes the subsequent [2+2] cycloaddition and cyclobutane‐expansion cascade.

Who reads Gadolinium Photocatalysis: Dearomative [2+2] Cycloaddition/Ring‐Expansion Sequence with Indoles?

Author

Jiajia Ma; Felix Schäfers; Constantin Daniliuc; Klaus Bergander; Cristian A. Strassert; Frank Glorius

Publisher

Wiley

Published

2020

Language

EN

Field

Chemistry (Physical Sciences)