TY - JOUR
T1 - Ammonium Salt-Accelerated Hydrazinolysis of Unactivated Amides
T2 - Mechanistic Investigation and Application to a Microwave Flow Process
AU - Noshita, Megumi
AU - Shimizu, Yuhei
AU - Morimoto, Hiroyuki
AU - Akai, Shuji
AU - Hamashima, Yoshitaka
AU - Ohneda, Noriyuki
AU - Odajima, Hiromichi
AU - Ohshima, Takashi
PY - 2019/4/19
Y1 - 2019/4/19
N2 - A study of ammonium salt-accelerated hydrazinolysis of unactivated amides is described. We first studied the reaction mechanism by kinetic experiments and DFT calculations and found that cooperation of the hydrazinium salt and hydrazine is important for promoting the cleavage of unactivated amides. Next, we applied the reaction to a microwave flow process, and the amine products were isolated on a multigram scale.
AB - A study of ammonium salt-accelerated hydrazinolysis of unactivated amides is described. We first studied the reaction mechanism by kinetic experiments and DFT calculations and found that cooperation of the hydrazinium salt and hydrazine is important for promoting the cleavage of unactivated amides. Next, we applied the reaction to a microwave flow process, and the amine products were isolated on a multigram scale.
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U2 - 10.1021/acs.oprd.8b00424
DO - 10.1021/acs.oprd.8b00424
M3 - Article
AN - SCOPUS:85064595130
VL - 23
SP - 588
EP - 594
JO - Organic Process Research and Development
JF - Organic Process Research and Development
SN - 1083-6160
IS - 4
ER -