A NEW SYNTHESIS OF 3-CHLORO BUTENOLIDES VIA REARRANGEMENT OF 3,3-DICHLORO BETA LACTONES

被引:8
作者
BLACK, TH
MCDERMOTT, TS
机构
[1] Department of Chemistry, Eastern Illinois University, Charleston, Illinois
关键词
D O I
10.1080/00397919008051512
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
4,4-Dialkyl 3,3-dichlaro oxetan-2-ones rearrange under Lewis acid catalysis, accompanied by loss of HC1, to afford 4,5-dialkyl 3-chloro butenolides. © 1990, Taylor & Francis Group, LLC. All rights reserved.
引用
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页码:2959 / 2964
页数:6
相关论文
共 14 条
[1]   IMPROVED, STEREOSPECIFIC SYNTHESIS OF HIGHLY SUBSTITUTED BUTYROLACTONES VIA DYOTROPIC REARRANGEMENT [J].
BLACK, TH ;
HALL, JA ;
SHEU, RG .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (10) :2371-2374
[2]   DYOTROPIC REARRANGEMENT OF CYCLOALKYL BETA-LACTONES - FORMATION OF SPIRO VS FUSED BUTYROLACTONES AS A FUNCTION OF RING SIZE [J].
BLACK, TH ;
DUBAY, WJ ;
TULLY, PS .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (25) :5922-5927
[3]  
BLACK TH, 1990, TETRAHEDRON, V46, P2307
[4]  
BRADY WT, 1972, SYNTH-INT J METHODS, P565
[5]  
COUTROT P, 1984, SYNTHESIS-STUTTGART, P115
[6]   PSEUDOESTERS AND DERIVATIVES .18. THE REACTION OF 5-METHOXYFURAN-2(5H)-ONE AND ITS 3-HALO DERIVATIVES WITH NITROGEN AND SULFUR NUCLEOPHILES [J].
FARINA, F ;
MARTIN, MV ;
SANCHEZ, F ;
MAESTRO, MC ;
MARTIN, MR .
HETEROCYCLES, 1983, 20 (09) :1761-1767
[7]   PSEUDOESTERS AND DERIVATIVES .24. 1,3-DIPOLAR CYCLOADDITION OF DIAZOMETHANE TO 5-METHOXYFURAN-2(5H)-ONES [J].
FARINA, F ;
MARTIN, MV ;
SANCHEZ, F .
HETEROCYCLES, 1986, 24 (09) :2587-2592
[8]   THE NITRATION OF SOME SUBSTITUTED 4-METHYLPHENOLS - X-RAY CRYSTAL-STRUCTURE OF (Z)-3-BROMO-5-(BROMONITROMETHYLENE)FURAN-2(5H)-ONE [J].
GRAY, MJ ;
HARTSHORN, MP ;
PENFOLD, BR ;
VAUGHAN, J .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1984, 37 (01) :55-63
[9]  
HEUBACH G, 1982, LIEBIGS ANN CHEM, V1017
[10]   SYNTHESIS OF 3,3,5-TRIMETHOXY-2-PYRROLIDINONE AND ITS DERIVATIVES [J].
KOSUGI, Y ;
HAMAGUCHI, F ;
NAGASAKA, T ;
OHKI, S ;
KIKUCHI, H .
HETEROCYCLES, 1982, 19 (06) :1013-1017