Site-specific indolation of proline-based peptides via copper (II)-catalyzed oxidative coupling of tertiary amine N-oxides

X Wu, D Zhang, S Zhou, F Gao, H Liu - Chemical communications, 2015 - pubs.rsc.org
X Wu, D Zhang, S Zhou, F Gao, H Liu
Chemical communications, 2015pubs.rsc.org
The first site-specific and purely chemical method for modifying proline-based peptides was
developed via a convenient, copper-catalyzed oxidative coupling of tertiary amine N-oxides
with indoles. This novel approach features high regioselectivity and diastereoselectivity, mild
conditions, and compatibility with various functional groups. In addition, a simplified process
was realized in one pot and two steps via in situ oxidative coupling of tertiary amine and
indoles.
The first site-specific and purely chemical method for modifying proline-based peptides was developed via a convenient, copper-catalyzed oxidative coupling of tertiary amine N-oxides with indoles. This novel approach features high regioselectivity and diastereoselectivity, mild conditions, and compatibility with various functional groups. In addition, a simplified process was realized in one pot and two steps via in situ oxidative coupling of tertiary amine and indoles.
The Royal Society of Chemistry
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