Practical Synthesis of N‑Substituted Cyanamides via Tiemann Rearrangement of Amidoximes

A facile and general synthesis of various N-substituted cyanamides was accomplished by the Tiemann rearrangement of amidoximes with benzenesulfonyl chlorides (TsCl or o-NsCl) and DIPEA.

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Bibliographic Details
Published inOrganic letters Vol. 16; no. 3; pp. 892 - 895
Main Authors Lin, Chia-Chi, Hsieh, Tsung-Han, Liao, Pen-Yuan, Liao, Zhen-Yuan, Chang, Chih-Wei, Shih, Yu-Chiao, Yeh, Wen-Hsiung, Chien, Tun-Cheng
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 07.02.2014
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ARYL
ONE-POT SYNTHESIS
RHODIUM-CATALYZED CYANATION
PHENYL-P-TOLUENESULFONAMIDE
CARBODIIMIDES
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Summary:A facile and general synthesis of various N-substituted cyanamides was accomplished by the Tiemann rearrangement of amidoximes with benzenesulfonyl chlorides (TsCl or o-NsCl) and DIPEA.
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol403645y