TY - JOUR
T1 - Direct Acetoxylation of Arenes
AU - Hong Nguyen, Thi Anh
AU - Hou, Duen Ren
N1 - Publisher Copyright:
©
PY - 2021/11/5
Y1 - 2021/11/5
N2 - Acetoxylation of arenes is an important reaction and an unmet need in chemistry. We report a metal-free, direct acetoxylation reaction using sodium nitrate under an anhydrous environment of trifluoroacetic acid, acetic acid, and acetic anhydride. Arenes (31 examples), with oxidation potentials (Eox, in V vs SCE) lower than benzene (2.48 V), were acetoxylated with good yields and regioselectivity. A stepwise, single electron-transfer mechanism is proposed.
AB - Acetoxylation of arenes is an important reaction and an unmet need in chemistry. We report a metal-free, direct acetoxylation reaction using sodium nitrate under an anhydrous environment of trifluoroacetic acid, acetic acid, and acetic anhydride. Arenes (31 examples), with oxidation potentials (Eox, in V vs SCE) lower than benzene (2.48 V), were acetoxylated with good yields and regioselectivity. A stepwise, single electron-transfer mechanism is proposed.
UR - http://www.scopus.com/inward/record.url?scp=85113138464&partnerID=8YFLogxK
U2 - 10.1021/acs.orglett.1c02183
DO - 10.1021/acs.orglett.1c02183
M3 - 期刊論文
C2 - 34342455
AN - SCOPUS:85113138464
SN - 1523-7060
VL - 23
SP - 8127
EP - 8131
JO - Organic Letters
JF - Organic Letters
IS - 21
ER -