A fast, high-yield preparation of vicinal dinitro compounds using HOF•CH3CN

被引：26

作者：

Golan, E ^{[1
]}

Rozen, S ^{[1
]}

机构：

[1] Tel Aviv Univ, Raymond & Beverly Sackler Fac Exact Sci, Sch Chem, IL-69978 Tel Aviv, Israel

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 68卷 / 23期

关键词：

D O I：

10.1021/jo030217m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(HOFCH3CN)-C-., a very efficient oxygen-transfer agent, was reacted with various aliphatic and aromatic vicinal diamino compounds. The products were the rare, vicinal dinitro derivatives formed in excellent yields and short reaction times. This is in contrast to other oxygen-transfer agents which tend to break the central C-C bond of the diamino precursor. This reaction was also used for making dinitro compounds with all four oxygens, being the [18]O isotope.

引用

页码：9170 / 9172

页数：3

共 33 条

[1] Supersonic gas chromatography/mass spectrometry [J].

Amirav, A ;

Gordin, A ;

Tzanani, N .

RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2001, 15 (10) :811-820

[2] ADDITION OF DINITROGEN TETROXIDE TO OLEFINS .5. CYCLOHEXENE AND THE OCTENES [J].

BALDOCK, H ;

LEVY, N ;

SCAIFE, CW .

JOURNAL OF THE CHEMICAL SOCIETY, 1949, (OCT) :2627-2633

[3] ALTERNATIVE SYNTHESES OF BRIDGEHEAD POLYCYCLIC 1,2-DIAMINES AND 2-AMINOALCOHOLS FROM DI-OXIMES AND MONO-OXIMES OF SOME BICYCLIC DIKETONES - HIGHLY IMPROVED SYNTHESIS OF TRICYCLO[3.3.1.0(3,7)]NONANE-3,7-DIAMINE [J].

CAMPS, P ;

MUNOZTORRERO, D .

TETRAHEDRON LETTERS, 1994, 35 (19) :3187-3190

[4] Large on-off ratios and negative differential resistance in a molecular electronic device [J].

Chen, J ;

Reed, MA ;

Rawlett, AM ;

Tour, JM .

SCIENCE, 1999, 286 (5444) :1550-1552

[5] UNSYMMETRICAL CONNECTIVE OLEFINATION BY KORNBLUM NITRO-SYNTHESIS - APPLICATIONS IN PHYTUBERIN CHEMISTRY [J].

CROMBIE, L ;

ROUGHLEY, BS .

TETRAHEDRON, 1986, 42 (12) :3147-3156

[6] Cluster chemical ionization and deuterium exchange mass spectrometry in supersonic molecular beams [J].

Dagan, S ;

Amirav, A .

JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY, 1996, 7 (06) :550-558

[7] ELECTRON-IMPACT MASS-SPECTROMETRY OF ALKANES IN SUPERSONIC MOLECULAR-BEAMS [J].

DAGAN, S ;

AMIRAV, A .

JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY, 1995, 6 (02) :120-131

[8] SYNTHESIS OF 1,2,2-TRINITROADAMANTANE [J].

DAVE, PR ;

AXENROD, T ;

QI, LD ;

BRACUTI, A .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (06) :1895-1896

[9] Oxidation of alkynes by the HOF•CH3CN complex [J].

Dayan, S ;

Ben-David, I ;

Rozen, S .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (25) :8816-8818

[10]

Dayan S, 1999, SYNTHESIS-STUTTGART, P1427

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