A case of competitive demethylation by boron tribromide methyl sulfide complex.: A new route to oxazoloquinolines

被引：2

作者：

Bévière, C ^{[1
]}

Rocher, R ^{[1
]}

Chenault, J ^{[1
]}

机构：

[1] Univ Orleans, Inst Chim Organ & Analyt, F-45067 Orleans 2, France

来源：

SYNTHETIC COMMUNICATIONS | 1998年 / 28卷 / 06期

关键词：

D O I：

10.1080/00397919808003062

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of boron tribromide-methyl sulfide complex with 6-methoxy-5-amidoquinolines provides oxazolo(4,5-f) quinolines. In contrast under similar conditions boron tribromide gives only 6-hydroxy-5-amidoquinolines.

引用

页码：945 / 948

页数：4

共 11 条

[1] DEMETHYLATION OF ARYL METHYL ETHERS BY BORON TRIBROMIDE
MCOMIE, JFW
WATTS, ML
WEST, DE
TETRAHEDRON, 1968, 24 (05) : 2289 - &
[2] Synthesis of a new triprotonated ligand and selective O-demethylation of methyl aryl ether by boron tribromide
Cheraïti, N
Brik, ME
TETRAHEDRON LETTERS, 1999, 40 (23) : 4327 - 4330
[3] MOLECULAR ADDITION-COMPOUNDS .3. REDISTRIBUTION OF BORANE-METHYL SULFIDE WITH BORON TRICHLORIDE-METHYL SULFIDE AND BORON TRIBROMIDE-METHYL SULFIDE AS CONVENIENT ROUTES TO CORRESPONDING HALOBORANE-METHYL SULFIDES
BROWN, HC
RAVINDRAN, N
INORGANIC CHEMISTRY, 1977, 16 (11) : 2938 - 2940
[4] MECHANISM OF HYDROBORATION OF ALKENES BY DIBROMOBORANE METHYL SULFIDE - REMARKABLE CATALYSIS OF THE REACTION BY SMALL QUANTITIES OF BORON TRIBROMIDE
BROWN, HC
CHANDRASEKHARAN, J
ORGANOMETALLICS, 1983, 2 (09) : 1261 - 1263
[5] Selectivity adjustment in the cleavage of allyl phenyl and methyl phenyl ethers with boron trifluoride-methyl sulfide complex
Konieczny, MT
Maciejewski, G
Konieczny, W
SYNTHESIS-STUTTGART, 2005, (10): : 1575 - 1577
[6] Catalytic cyclo-oligomerization of beta-propiothiolactone by a dirhenium complex. A convenient route to new polythiolactone macrocycles
Adams, RD
Huang, MS
Huang, W
Queisser, JA
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (39) : 9442 - 9443
[7] HYDROBORATION KINETICS .13. KINETICS AND MECHANISM OF HYDROBORATION OF REPRESENTATIVE ALKENES AND ALKYNES WITH DIBROMOBORANE-METHYL SULFIDE - REMARKABLE CATALYSIS OF THE REACTION BY SMALL QUANTITIES OF BORON TRIBROMIDE
BROWN, HC
CHANDRASEKHARAN, J
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (20): : 4811 - 4814
[8] APPROACH TO SYNTHESIS OF COMPLEX GERMACRANES - NEW ROUTE TO HIGHLY FUNCTIONALIZED 9-METHYL-1-DECALONES
BROWN, JM
CRESP, TM
MANDER, LN
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (24): : 3984 - 3986
[9] CHEMISTRY OF BENT BONDS .26. TRANSITION METAL COMPLEX INDUCED REARRANGEMENT OF 1-METHYL-2,2-DIPHENYLBICYCLO[1.1.0]BUTANE - NEW ROUTE TO AZULENES
GASSMAN, PG
NAKAI, T
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (22) : 5897 - &
[10] Sulfide Oxidation by 2,6-Bis[hydroxyl(methyl)amino]-4-morpholino-1,3,5-triazinatodioxomolybdenum(VI): Mechanistic Implications with DFT Calculations for a New Class of Molybdenum(VI) Complex
Bullock, Cayden X.
Jamieson, Cooper S.
Moenne-Loccoz, Pierre
Taylor, Buck
Gonzalez, Jordan A. M.
Draves, Ellie A.
Kuo, Louis Y.
INORGANIC CHEMISTRY, 2021, 60 (11) : 7762 - 7772

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