Facile Guanidine Formation under Mild Acidic Conditions

被引：5

作者：

Takeuchi, Kohei ^{[2
]}

Nakayama, Atsushi ^{[1
]}

Tanino, Keiji ^{[3
]}

Namba, Kosuke ^{[1
]}

机构：

[1] Univ Tokushima, Dept Phamaceut Sci, 1-78 Shomachi, Tokushima 7708505, Japan

[2] Hokkaido Univ, Grad Sch Chem Sci & Engn, Sapporo, Hokkaido 0600810, Japan

[3] Hokkaido Univ, Dept Chem, Fac Sci, Kita Ku, Sapporo 0600810, Japan

来源：

SYNLETT | 2016年 / 27卷 / 18期

关键词：

guanidinylation; cyclic guanidine; isothiourea; bis(trifluoromethansulfonyl)imide; ammonium bis(trifluoromethansulfonyl)imidate; LIGHT-SENSITIVE GLYCOSIDES; CHIRAL BICYCLIC GUANIDINE; ONE-POT SYNTHESIS; CONVENIENT SYNTHESIS; SUBSTITUTED GUANIDINES; EFFICIENT GUANYLATION; PROTECTED GUANIDINES; AMINO-GROUPS; DERIVATIVES; REAGENTS;

D O I：

10.1055/s-0035-1562478

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient method for converting isothioureas into guanidines was developed. The use of amine salts of bis(trifluoromethanesulfonyl)imide as a nitrogen source was found to induce an efficient conversion under weak acidic conditions at 50 degrees C. The conversion was applicable to the various amines and carbamate-protected thioureas, and various carbamate-protected cyclic guanidines were obtained in high yields. In particular, ammonium bis(trifluoromethanesulfonyl)imide salt is a useful N1 source with which to construct monoprotected cyclic guanidines.

引用

页码：2591 / 2596

页数：6

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