Ph3P/I-2-mediated synthesis of N,N '-disubstituted and N,N,N '-trisubstituted amidines

A convenient one-pot protocol for the synthesis of N,N'-disubstituted and N,N,N'-trisubstituted amidines is reported. In the presence of the Ph3P-I-2/Et3N system, a variety of secondary amides were smoothly reacted with primary or secondary amines to afford the corresponding amidines in go...

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Bibliographic Details
Published inTetrahedron letters Vol. 57; no. 48; pp. 5351 - 5354
Main Authors Phakhodee, Wong, Wangngae, Sirilak, Wiriya, Nittaya, Pattarawarapan, Mookda
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 30.11.2016
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ELECTROPHILIC ACTIVATION
COORDINATION CHEMISTRY
ACIDITIES
IMIDOYLBENZOTRIAZOLES
AMIDATION
Triphenylphosphine
Dehydration
MILD
Amidine
GUANIDINES
Amide
DERIVATIVES
Iodine
CARBOXYLIC-ACIDS
AMIDES
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Summary:A convenient one-pot protocol for the synthesis of N,N'-disubstituted and N,N,N'-trisubstituted amidines is reported. In the presence of the Ph3P-I-2/Et3N system, a variety of secondary amides were smoothly reacted with primary or secondary amines to afford the corresponding amidines in good to excellent yields under mild conditions. (C) 2016 Elsevier Ltd. All rights reserved.
ISSN:0040-4039
DOI:10.1016/j.tetlet.2016.10.069