Eliminations from 2H-heptafluorobut-2-ene

被引：12

作者：

Chambers, RD

Roche, AJ

机构：

[1] Department of Chemistry, University of Durham, Durham, DH1 3LE, South Road

来源：

JOURNAL OF FLUORINE CHEMISTRY | 1996年 / 79卷 / 02期

关键词：

heptafluorobut-2-ene;

D O I：

10.1016/S0022-1139(96)03447-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Various approaches are described for dehydrofluorination of heptafluorobut-2-ene (2) to give hexafluorobut-2-yne (1). Molecular sieve is particularly successful. Reaction of (2) with 1,8-diazabicyclo[5.4.0] undec-7-ene (DBU) surprisingly gave the novel heterocycle (8) via initial nucleophilic attack. Reactions of(2) with other bases are also described.

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页码：121 / 124

页数：4

相关论文

共 11 条

[1] STEREOCHEMISTRY OF NUCLEOPHILIC ADDITIONS TO HEXAFLUORO-2-BUTYNE [J].

CHAMBERS, RD ;

JONES, CGP ;

SILVESTER, MJ ;

SPEIGHT, DB .

JOURNAL OF FLUORINE CHEMISTRY, 1984, 25 (01) :47-56

[2] Polyhalogenated heterocyclic compounds .41. Cycloaddition reactions involving hexafluorobut-2-yne and 1,1,1,2,4,4,4-heptafluorobut-2-ene [J].

Chambers, RD ;

Roche, AJ ;

Rock, MH .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (11) :1095-1100

[3] 1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE AS A DIFUNCTIONAL NUCLEOPHILE [J].

CHAMBERS, RD ;

ROCHE, AJ ;

BATSANOV, AS ;

HOWARD, JAK .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (18) :2055-2056

[4]

CHAMBERS RD, IN PRESS J FLUORINE

[5]

HASZELDINE RN, 1952, J AM CHEM SOC, P2054

[6] PERFLUORO-2-BUTYNE AND ITS HYDROGENATION PRODUCTS [J].

HENNE, AL ;

FINNEGAN, WG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1949, 71 (01) :298-300

[7] THE ALKALINE CONDENSATION OF FLUORINATED ESTERS WITH ESTERS AND KETONES [J].

HENNE, AL ;

NEWMAN, MS ;

QUILL, LL ;

STANIFORTH, RA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1947, 69 (07) :1819-1820

[8] PYRAZOLE STUDIES .20. NUCLEOPHILIC BEHAVIOR OF DBU AND DBN IN REACTIONS WITH 4-HALO-3,5-DIMETHYL-1-NITRO-1H-PYRAZOLES [J].

LAMMERS, H ;

COHENFERNANDES, P ;

HABRAKEN, CL .

TETRAHEDRON, 1994, 50 (03) :865-870

[9] SYNTHESIS OF HIGHLY FLUORINATED COMPOUNDS BY USE OF POTASSIUM FLUORIDE IN POLAR SOLVENTS [J].

MAYNARD, JT .

JOURNAL OF ORGANIC CHEMISTRY, 1963, 28 (01) :112-&

[10] 3-MEMBERED RINGS .8. REACTION OF 1-HALOCYCLOPROPANE 1,2-DIESTERS WITH 1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE - UNEXPECTED PRODUCTS [J].

MCCOY, LL ;

MAL, D .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (05) :1016-1018