Mild and efficient one-pot synthesis of 2-imidazolines from nitriles using sodium hydrosulfide as catalyst

被引：19

作者：

Sun, Min ^{[1
]}

Wei, Hong-Tao ^{[1
]}

Li, Dong ^{[1
]}

Zheng, You-Guang ^{[1
,2
]}

Cai, Jin ^{[1
,2
]}

Ji, Min ^{[1
,2
]}

机构：

[1] Southeast Univ, Sch Chem & Chem Engn, Nanjing, Peoples R China

[2] Key Lab Biomat & Technol Suzhou City, Suzhou, Peoples R China

来源：

SYNTHETIC COMMUNICATIONS | 2008年 / 38卷 / 18期

关键词：

2-imidazoline; nitrile; sodium hydrosulfide;

D O I：

10.1080/00397910802109232

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and efficient method has been developed for the synthesis of 2-imidazolines through a one-pot reaction of various nitriles with ethylenediamine in the presence of sodium hydrosulfide as catalyst in high yield.

引用

页码：3151 / 3158

页数：8

共 28 条

[1]

AKIRA M, 2005, SYNTHETIC COMMUN, V35, P761

[2] DEHYDROGENATION OF IMIDAZOLINES TO IMIDAZOLES WITH PD-CARBON [J].

AMEMIYA, Y ;

MILLER, DD ;

HSU, FL .

SYNTHETIC COMMUNICATIONS, 1990, 20 (16) :2483-2489

[3]

Anastassiadou M, 2000, SYNTHESIS-STUTTGART, P1814

[4] Synthesis and pharmacological evaluation of imidazoline sites I1 and I2 selective ligands [J].

Anastassiadou, M ;

Danoun, S ;

Crane, L ;

Baziard-Mouysset, G ;

Payard, M ;

Caignard, DH ;

Rettori, MC ;

Renard, P .

BIOORGANIC & MEDICINAL CHEMISTRY, 2001, 9 (03) :585-592

[5] Insights into CO/styrene copolymerization by using PdII catalysts containing modular pyridine-imidazoline ligands [J].

Bastero, A ;

Claver, C ;

Ruiz, A ;

Castillón, S ;

Daura, E ;

Bo, C ;

Zangrando, E .

CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (15) :3747-3760

[6] A novel general route for the preparation of enantiopure imidazolines [J].

Boland, NA ;

Casey, M ;

Hynes, SJ ;

Matthews, JW ;

Smyth, MP .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (11) :3919-3922

[7] Enantioselective synthesis of α-amino nitriles from N-benzhydryl imines and HCN with a chiral bicyclic guanidine as catalyst [J].

Corey, EJ ;

Grogan, MJ .

ORGANIC LETTERS, 1999, 1 (01) :157-160

[8] Reactions of some ortho and para halogenated aromatic nitriles with ethylenediamine:: selective synthesis of imidazolines [J].

Crane, LJ ;

Anastassiadou, M ;

Stigliani, JL ;

Baziard-Mouysset, G ;

Payard, M .

TETRAHEDRON, 2004, 60 (25) :5325-5330

[9] Stereoselective synthesis of quaternary benzylic carbons using C2 symmetric imidazolines and tetrahydrofuran as electrophile [J].

Dalko, PI ;

Langlois, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (23) :8107-8117

[10] One-pot synthesis of imidazolines from aldehydes: detailed study about solvents and substrates [J].

Fujioka, Hiromichi ;

Murai, Kenichi ;

Kubo, Ozora ;

Ohba, Yusuke ;

Kita, Yasuyuki .

TETRAHEDRON, 2007, 63 (03) :638-643

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