Detosylative (Deutero)alkylation of Indoles and Phenols
with (Deutero)alkoxides
Posted on 2019-08-22 - 21:14
An
efficient strategy for N/O-(deutero)alkylation of indoles and
phenols with alkoxides/alcohols as the alkylation reagents is described.
The consecutive detosylation/alkylation transformations feature mild
reaction conditions, high ipso-selectivity, and good
functional group tolerance (>50 examples). A one-pot selective
N-alkylation
of unprotected indoles with alcohols and TsCl is also realized. The
application of this method is demonstrated by the introduction of
isotope-labeled (CD3 and 13CH3) groups
using the readily accessible labeled alcohols and the synthesis of
pharmaceuticals.
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Zhu, Ming-Hui; Yu, Cheng-Long; Feng, Ya-Lan; Usman, Muhammad; Zhong, Dayou; Wang, Xin; et al. (2019). Detosylative (Deutero)alkylation of Indoles and Phenols
with (Deutero)alkoxides. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.9b02639
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AUTHORS (8)
MZ
Ming-Hui Zhu
CY
Cheng-Long Yu
YF
Ya-Lan Feng
MU
Muhammad Usman
DZ
Dayou Zhong
XW
Xin Wang
NN
Nasri Nesnas
WL
Wen-Bo Liu