A HOMOLOGATION OF ALDEHYDES AND KETONES VIA THE FORMATION AND THE SUBSEQUENT PUMMERER-TYPE RING FISSION OF 2-METHYLSULFINYL-5,6-DIHYDRO-4H-1,3,4-THIADIAZINE DERIVATIVES

被引：3

作者：

SHIMADA, K ^{[1
]}

OTAKI, A ^{[1
]}

YANAKAWA, M ^{[1
]}

MABUCHI, S ^{[1
]}

YAMAKADO, N ^{[1
]}

SHIMOGUCHI, T ^{[1
]}

INOUE, K ^{[1
]}

KAGAWA, T ^{[1
]}

SHOJI, K ^{[1
]}

TAKIKAWA, Y ^{[1
]}

机构：

[1] IWATE UNIV, FAC ENGN, DEPT APPL CHEM & MOLEC SCI, MORIOKA, IWATE 020, JAPAN

来源：

CHEMISTRY LETTERS | 1995年 / 10期

关键词：

D O I：

10.1246/cl.1995.925

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A two-carbon homologation of aldehydes and ketones was achieved by using a sequence involving the formation and the subsequent Pummerer-type ring fission of 5,6-dihydro-4H-1,3,4-thiadiazine rings possessing methylsulfinyl functionality at C-2.

引用

页码：925 / 926

页数：2

共 11 条

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Shimada, K
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Yanakawa, M
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MATSUBARA, Y
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MAESHIMA, T
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[3] A NEW SYNTHESIS OF 5,6-DIHYDRO-4H-1,3,4-THIADIAZINE 1,1-DIOXIDES FROM METHYL STYRYLSULFONYLACETATE
TAKAHASHI, M
YAMASHITA, I
HETEROCYCLES, 1990, 31 (08) : 1537 - 1542
[4] THE STRUCTURES OF 2 CONDENSATION PRODUCTS OF DITHIZONE - 2-METHYL-3-PHENYL-5-PHENYLAZO-1,3,4-THIADIAZOLINE AND 5,6-DIHYDRO-4-PHENYL-2-PHENYLAZO-4H-1,3,4-THIADIAZINE
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IRVING, HMNH
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[5] Conversion of 2-methylthio-4-trifluoroacetyl-5,6-dihydro-4H-1,3,4-thiadiazines into α,β-unsaturated esters via carbanion-induced ring opening and desulfurization
Shimada, K
Otaki, A
Yanakawa, M
Mabuchi, S
Yamakado, N
Shimoguchi, T
Takikawa, Y
CHEMISTRY LETTERS, 1998, (04) : 329 - 330
[6] FORMATION OF 5-ARYL-5,6-DIHYDRO-4H-1,2,4-THIADIAZINE 1,1-DIOXIDES AND N-TRANS-STYRYLAMIDINES BY BASE TREATMENT OF N-(TRANS-STYRYLSULFONYL) AMIDINES
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[7] CYCLIC TRANSFORMATIONS OF 5-ARYL(OR BENZYL)-3-(2-BROMOETHYL-1,3,4-OXADIAZOL-2(3H)-ONES INTO 1-AMINOIMIDAZOLIDIN-2-ONE AND 5,6-DIHYDRO-4H-1,3,4-OXADIAZINE DERIVATIVES
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BARBIER, G
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1992, 29 (05) : 1081 - 1084
[8] RING-TRANSFORMATION OF 1,2,4-OXADIAZINE DERIVATIVES INTO 4-HYDROXYPYRIMIDINE DERIVATIVES - CATALYTIC-HYDROGENATION OF 3-ARYL-5-ETHOXYCARBONYLMETHYLENE-5,6-DIHYDRO-4H-1,2,4-OXADIAZINE DERIVATIVES
TABEI, K
KAWASHIMA, E
TAKADA, T
KATO, T
HETEROCYCLES, 1982, 19 (11) : 2061 - 2066
[9] SYNTHETIC REACTIONS OF ISOXAZOLINE-2-OXIDES .8. FORMATION OF 4-PARA-BROMOPHENYL-5-HYDROXY-3-METHOXYCARBONYL-5,6-DIHYDRO-4H-1,2-OXAZINE BY MEANS OF NEW RING TRANSFORMATION OF AN ISOXAZOLINE-2-OXIDE
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SHIMOZONO, Y
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CHEMICAL & PHARMACEUTICAL BULLETIN, 1992, 40 (07) : 1921 - 1922
[10] Diastereoselective Synthesis of γ-Amino Acids and Their Derivatives from Nitroethane via Intermediacy of 5,6-Dihydro-4H-1,2-oxazines Bearing the CH2CH(CO2Me)2 Substituent at C3
Sukhorukov, Alexey Yu.
Lesiv, Alexey V.
Khomutova, Yulia A.
Ioffe, Sema L.
SYNTHESIS-STUTTGART, 2009, (05): : 741 - 754

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