Manganese triacetate oxidation of phenolic Schiff's bases: Synthesis of 2-arylbenzoxazoles

被引:88
作者
Varma, RS [1 ]
Kumar, D
机构
[1] Sam Houston State Univ, Dept Chem, Huntsville, TX 77341 USA
[2] Sam Houston State Univ, Texas Reg Inst Environm Studies, Huntsville, TX 77341 USA
关键词
D O I
10.1002/jhet.5570350656
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A concise synthesis of 2-arylbenzoxazoles, 5a-f, is described that occurs via the oxidative cyclization of Schiffs bases, 1a-f, using relatively benign reagent, manganese triacetate.
引用
收藏
页码:1539 / 1540
页数:2
相关论文
共 12 条
[1]   RECENT INVESTIGATION ON OXIDATIONS BY MEANS OF LEAD TETRAACETATE [J].
CRIEGEE, R .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1958, 70 (07) :173-179
[2]   The total synthesis of UK-1 [J].
DeLuca, MR ;
Kerwin, SM .
TETRAHEDRON LETTERS, 1997, 38 (02) :199-202
[3]   MANGANESE(III)-MEDIATED GAMMA-LACTONE ANNULATION [J].
FRISTAD, WE ;
PETERSON, JR .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (01) :10-18
[4]   MANGANESE(III) GAMMA-LACTONE ANNULATION WITH SUBSTITUTED ACIDS [J].
FRISTAD, WE ;
PETERSON, JR ;
ERNST, AB .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (17) :3143-3148
[5]  
Grimmet M. R., 1979, COMPREHENSIVE ORGANI, V4, P357
[6]  
NAKAGAWA K, 1964, J CHEM PHARM B, V12, P1135
[7]   2-arylbenzoxazoles from phenolic Schiff's bases by thianthrene cation radical [J].
Park, KH ;
Jun, K ;
Shin, SR ;
Oh, SW .
TETRAHEDRON LETTERS, 1996, 37 (49) :8869-8870
[8]   Synthesis of 2,3-dihydrobenzofurans by Mn(OAc)(3)-based oxidative cycloaddition of 2-cyclohexenones with alkenes. Synthesis of (+/-)-conocarpan [J].
Snider, BB ;
Han, LN ;
Xie, CY .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (20) :6978-6984
[9]   PREPARATION OF 2-SUBSTITUTED BENZOXAZOLES FROM PHENOLIC SCHIFF-BASES BY COPPER(I) CHLORIDE-CATALYZED OXIDATION WITH DIOXYGEN IN PYRIDINE [J].
SPEIER, G .
JOURNAL OF MOLECULAR CATALYSIS, 1987, 41 (03) :253-260
[10]   BARIUM MANGANATE OXIDATION IN ORGANIC-SYNTHESIS .3. OXIDATION OF SCHIFFS BASES TO BENZIMIDAZOLES BENZOXAZOLES AND BENZTHIAZOLES [J].
SRIVASTAVA, RG ;
VENKATARAMANI, PS .
SYNTHETIC COMMUNICATIONS, 1988, 18 (13) :1537-1544