COMMUNICATIONS
References
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Experimental Section
General Procedure for the Synthesis of Carboxylic
Anhydride from Carboxylic Acid using 2-Methoxy-
carbonyl DCPN
A solution of carboxylic acid (3.58 mmol, 2 equiv.) and cou-
pling agent 1a (1.79 mmol, 1 equiv.) in toluene (10 mL) was
refluxed until the reaction did not proceed further. After
cooling to room temperature, the reaction mixture was fil-
tered. The resulting solution was concentrated under
vacuum. The residue was purified by passing it through
a silica-gel column chromatography (eluent: a mixture of
ethyl acetate and n-hexane, 1:3, v/v) to yield the desired car-
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General Procedure for the Synthesis of Ester/
Thioester from Carboxylic Acid using 2-Methoxy-
carbonyl DCPN
A mixture of carboxylic acid (1.79 mmol, 1 equiv.), a nucleo-
phile (alcohol or thiol) (1.79 mmol, 1 equiv.) and coupling
agent 1a (1.79 mmol, 1 equiv.) in toluene (10 mL) was re-
fluxed until the carboxylic acid had disappeared. After cool-
ing to room temperature, the reaction mixture was filtered.
The resulting solution was concentrated under vacuum. The
residue was purified by passing it through a silica-gel
column chromatography (eluent: a mixture of ethyl acetate
and n-hexane, 1:3, v/v) to yield the desired product (ester or
thioester).
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General Procedure for the Synthesis of Amide from
Carboxylic Acid using 2-Methoxycarbonyl DCPN
A mixture of carboxylic acid (1.79 mmol, 1 equiv.) and cou-
pling agent 1a (1.79 mmol, 1 equiv.) in toluene (10 mL) was
refluxed until the carboxylic acid had disappeared. Amine
(1.79 mmol, 1 equiv.) in toluene (10 mL) was added drop-
wise to the mixture. The resulting mixture was refluxed until
the reaction did not proceed further. After cooling to room
temperature, the reaction mixture was filtered. The resulting
solution was concentrated under vacuum. The residue was
purified by passing it through a silica-gel column chromatog-
raphy (eluent: a mixture of ethyl acetate and n-hexane, 1:3,
v/v) to yield the desired product.
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Acknowledgements
This research was supported by the Basic Science Research
Program through the NRF of Korea funded by the Ministry
of
Science,
ICT,
&
Future
Planning
(NRF-
2014R1A1A1002938) and the Ministry of Education
(NRF20100020209).
Adv. Synth. Catal. 2016, 358, 1725 – 1730
1730
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