N-methylated 5-alkenyloxazolium salt transformations

被引:6
作者
Wenkert, D [1 ]
Chen, TF
Ramachandran, K
Valasinas, L
Weng, LL
McPhail, AT
机构
[1] Univ N Texas, Dept Chem, Denton, TX 76203 USA
[2] Duke Univ, Paul M Gross Chem Lab, Dept Chem, Durham, NC 27706 USA
关键词
D O I
10.1021/ol016088i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] In the course of natural product synthetic studies, 5-(4-pentenyl)oxazole and 5-(5-hexenyl)oxazole were N-methylated. The initial N-methylated 5-alkenyloxazolium salt adducts were found to be only intermediates and were ultimately transformed into hydroindole and hydroisoquinoline compounds, respectively.
引用
收藏
页码:2301 / 2303
页数:3
相关论文
共 50 条
[41]   Synthesis of aza-analog of N-methylated acycloformycin A [J].
Mojzych, Mariusz ;
Rykowski, Andrzej .
HETEROCYCLES, 2007, 71 (11) :2449-2456
[42]   SCREENING FOR N-METHYLATED TYRAMINES IN SOME HIGHER FUNGI [J].
LEE, TM ;
WEST, LG ;
MCLAUGHLIN, JL ;
BRADY, LR ;
LOWE, JL ;
SMITH, AH .
LLOYDIA-THE JOURNAL OF NATURAL PRODUCTS, 1975, 38 (05) :450-452
[43]   Toward accurately modeling N-methylated cyclic peptides [J].
Slough, Diana P. ;
Yu, Hongtao ;
McHugh, Sean M. ;
Lin, Yu-Shan .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2017, 19 (07) :5377-5388
[44]   Phosphatidylcholine and N-methylated phospholipids are nonessential in Saccharomyces cerevisiae [J].
Choi, JY ;
Martin, WE ;
Murphy, RC ;
Voelker, DR .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2004, 279 (40) :42321-42330
[45]   N-METHYLATED PERCHLOROGERMAZANES AND REACTION OF GERMANIUM TETRACHLORIDE WITH METHYLAMINE [J].
EISENHUTH, W ;
VANWAZER, JR .
INORGANIC CHEMISTRY, 1968, 7 (08) :1642-+
[46]   SYNTHESIS OF TRITIUM-LABELLED N-METHYLATED LYSINES [J].
HEMPEL, K ;
LANGE, HW ;
BIRKOFER, L .
HOPPE-SEYLERS ZEITSCHRIFT FUR PHYSIOLOGISCHE CHEMIE, 1969, 350 (07) :867-&
[47]   5-CO-ORDINATED STRUCTURE OF COBALT(2) CHLORIDE COMPLEX WITH N-METHYLATED DIETHYLENETRIAMINE [J].
DIVAIRA, M ;
ORIOLI, PL .
CHEMICAL COMMUNICATIONS, 1965, (22) :590-&
[48]   Citrus Genus Plants Contain N-Methylated Tryptamine Derivatives and Their 5-Hydroxylated Forms [J].
Servillo, Luigi ;
Giovane, Alfonso ;
Balestrieri, Maria Luisa ;
Casale, Rosario ;
Cautela, Domenico ;
Castaldo, Domenico .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2013, 61 (21) :5156-5162
[49]   Serotonin 5-O-β-Glucoside and Its N-Methylated Forms in Citrus Genus Plants [J].
Servillo, Luigi ;
Giovane, Alfonso ;
Casale, Rosario ;
D'Onofrio, Nunzia ;
Ferrari, Giovanna ;
Cautela, Domenico ;
Balestrieri, Maria Luisa ;
Castaldo, Domenico .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2015, 63 (16) :4220-4227
[50]   Preparation, electrochemical and spectral properties of N-methylated pyridylethynyl porphyrins [J].
Lin, CY ;
Chuang, LC ;
Yang, YF ;
Lin, CL ;
Kao, HC ;
Wang, WJ .
DALTON TRANSACTIONS, 2004, (03) :456-462