第34回反応と合成の進歩シンポジウム
セッションID: 1P-20
会議情報
主催: 日本薬学会化学系薬学部会
11:10～12:22 ポスターショートプレゼンテーション
N-Methylimidazole をアシル化触媒とする効率的 O-,N-,S-アシル化反応の開発 ：異なるアミンのシナジー効果
詳細
主催: 日本薬学会化学系薬学部会
Three cost-effective acylation reactions were developed for process chemistry; esterifications, amide formation, and thioesterification utilizing synergistic combined bases, N-methylimidazole (NMI) - TMEDA or iPr2NEt.
(i) Mild, powerful, and robust method between acid chlorides and alcohols, amines, or thiols through highly reactive acylammonium intermediates using NMI - TMEDA (total 70 examples).
(ii) Notable extension of (i) to water solvent method (total 36 examples).
(iii) Direct, practical, and robust method between carboxylic acids and alcohols, amines, or thiols using TsCl or (PhO)2POCl - NMI - iPr2NEt reagent (total 50 examples).
The present total cost-effective and user-friendly methods will contribute to process chemistry and fine chemical- and natural product- synthesis.
