Diacyl Disulfide: A Reagent for Chemoselective Acylation
of Phenols Enabled by 4‑(<i>N</i>,<i>N</i>‑Dimethylamino)pyridine Catalysis
Hong-Xin Liu
Ya-Qian Dang
Yun-Fei Yuan
Zhi-Fang Xu
Sheng-Xiang Qiu
Hai-Bo Tan
10.1021/acs.orglett.6b02818.s001
https://acs.figshare.com/articles/journal_contribution/Diacyl_Disulfide_A_Reagent_for_Chemoselective_Acylation_of_Phenols_Enabled_by_4_i_N_i_i_N_i_Dimethylamino_pyridine_Catalysis/4047603
A general
and excellent acylation reagent, diacyl disulfide, was
uncovered for efficient ester formation enabled by DMAP (4-(<i>N</i>,<i>N</i>-dimethylamino)pyridine) catalysis.
This protocol offered a promising synthetic platform on site-selective
acylation of phenolic and primary aliphatic hydroxyl groups, which
greatly expanded the realm of protecting group chemistry. The importance
of the reagent was also reflected by its excellent moisture tolerance,
high efficiency, and potential in synthetic chemistry and biologically
meaningful natural product modification.
2016-10-21 13:15:46
site-selective acylation
platform
dimethylamino
Diacyl Disulfide
diacyl disulfide
Catalysi
realm
catalysi
Reagent
moisture tolerance
group chemistry
Chemoselective Acylation
phenolic
acylation reagent
DMAP
ester formation
importance
Phenols Enabled
product modification
efficiency
Dimethylamino
aliphatic hydroxyl groups