期刊
SYNTHETIC COMMUNICATIONS
卷 50, 期 11, 页码 1622-1632出版社
TAYLOR & FRANCIS INC
DOI: 10.1080/00397911.2020.1747631
关键词
MAP amide; Meyers and Comins amide; N-methoxy-N-methylamide; N-methylaminopyridine amide; Weinreb amide
资金
- IISER Thiruvananthapuram
- UGC, New-Delhi
A straightforward synthesis of acylating reagents such as Weinreb and MAP amides from aromatic, aliphatic carboxylic acids, and amino acids using PPh3/NBS combination is described. A chemo-selective modification of the carboxylic acid group into Weinreb amide in the presence of more reactive aldehydes and ketones is presented. All reactions were performed at ambient temperature under air using undried commercial grade solvent. Furthermore, the present methodology could be performed at a gram scale under inert-free reaction conditions. In addition, 7-azaindoline amide auxiliary (used for catalytic asymmetric aldol- and Mannich-type reactions), which behaves like Weinreb amide is also synthesized under similar reaction conditions.
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