Cyclization of o-(3-hydroxy-3-methylbutynyl)phenols with boron tribromide to 4-bromo-2,2-dimethylchromenes and their electroreduction to 2,2-dimethylchromenes

被引：11

作者：

Tsukayama, M ^{[1
]}

Utsumi, H ^{[1
]}

Kunugi, A ^{[1
]}

Nozaki, H ^{[1
]}

机构：

[1] OKAYAMA UNIV SCI,FAC SCI,OKAYAMA 700,JAPAN

来源：

HETEROCYCLES | 1997年 / 45卷 / 06期

关键词：

D O I：

10.3987/COM-97-7804

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cyclization of o-(3-hydroxy-3-methylbutynyl)phenols (2) with boron tribromide gave easily 4-bromo-2,2-dimethylchromenes (3). Electrolytic reduction of 3 at a Hg-pool electrode afforded the corresponding 2,2-dimethylchromenes (6) in high yields.

引用

页码：1131 / 1142

页数：12

共 38 条

[21] CRYSTAL-STRUCTURE OF BROMO-2,2'-(1,3-DIIMINOPROPANE)-BIS(3-BUTANONE OXIMATO)NICKEL(II), [NI(C11H19N4O2)BR]
KORVENRANTA, J
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[23] Preparation of Co3O4 Nanoparticles via Thermal Decomposition of Three New Supramolecular Structures of Co(II) and (III) Containing 4'-Hydroxy-2,2':6',2''-Terpyridine: Crystal Structures and Thermal Analysis Studies
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[25] STRUCTURE OF 2-(2-HYDROXY-1,1-DIMETHYLETHYL)-5,5-DIMETHYL-1,3-DIOXAN-4-OL, C10H20O4, A DIMER OF 3-HYDROXY-2,2-DIMETHYLPROPANAL - EXAMPLE OF AN ANHYDROUS ACETAL HYDROLYSIS
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[26] NiFe2O4@PPA-DABCO: A novel magnetically separable bifunctional nanocatalyst for the synthesis of 2,2<acute accent>-(Arylmethylene) bis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) derivatives
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[27] STRUCTURE OF A CHIRAL MONOPYRIDO CROWN-ETHER - 1,4-1',4'-3,6-3',6'-TETRAANHYDRO-5,5'-O-OXYDIETHYLENE-2,2'-O-[PYRIDINE-2,6-DIYLBIS(METHYLENE)]-DI-D-MANNITOL
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[29] Crystal structure of bis(μ-{2-[(5-bromo-2-oxido-benzylidene)amino]ethyl}sulfanido-κ3N,O,S){2,2′[(3,4-dithiahexane-1,6-diyl)bis(nitrilomethanylyl-idene)]bis(4-bromophenolato)-κ4O,N,N′,O′}-dicobalt(III) dimethylformamide monosolvate
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[30] CRYSTALLOGRAPHIC IDENTIFICATION OF A STEPPED-CUBANE STRUCTURE FOR THE CU4O4 CORE IN [CU4L2(BIPY)4(MU-3-OH)2]-[CLO4]4 (HL=5-HYDROXY-6-METHYLPYRIDINE-3,4-DIMETHANOL, BIPY=2,2'-BIPYRIDINE)
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