Polyhalomethanes combined with aluminum halides in one-step syntheses of carbonyl-containing compounds from alkanes and cycloalkanes

被引：6

作者：

Akhrem, IS ^{[1
]}

机构：

[1] Russian Acad Sci, AN Nesmeyanov Organoelement Cpds Inst, Moscow 119991, Russia

来源：

RUSSIAN CHEMICAL BULLETIN | 2003年 / 52卷 / 12期

关键词：

superelectrophilic complexes; aluminum halides; polyhalomethanes; carbonyl derivatives; transformations of alkanes and cycloalkanes; carbonylation; organic synthesis;

D O I：

10.1023/B:RUCB.0000019878.22593.d4

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Data on new-generation superelectrophiles containing polyhalomethanes and aluminum halides are generalized. These systems open up broad prospects for organic syntheses based on alkanes and cycloalkanes. With these systems, reactions of various alkanes and cycloalkanes with CO were performed for the first time. Superelectrophiles underlay the development of new one-pot methods for the synthesis of carbonyl-containing compounds of various classes from readily available alkanes (or cycloalkanes) and CO. The reactions are usually selective and give the target products in high yields.

引用

页码：2606 / 2627

页数：22

共 208 条

[1] Correlation of gas-phase stability of bridgehead carbocations with rates of solvolysis and ab initio calculations [J].

Abboud, JLM ;

Castano, O ;

Della, EW ;

Herreros, M ;

Muller, P ;

Notario, R ;

Rossier, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (09) :2262-2266

[2] DIRECT ALKYLACYLATION OF ARENES BY ALKANES AND CYCLOALKANES IN THE PRESENCE OF APROTIC SUPERACIDS [J].

AKHREM, I ;

ORLINKOV, A ;

VOLPIN, M .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (03) :257-258

[3] First examples of superelectrophile initiated iodination of alkanes and cycloalkanes [J].

Akhrem, I ;

Orlinkov, A ;

Vitt, S ;

Chistyakov, A .

TETRAHEDRON LETTERS, 2002, 43 (07) :1333-1335

[4] An effective formylation of adamantane with CO initiated by the aprotic organic superacid CBr4 center dot 2AlBr(3) under mild conditions [J].

Akhrem, I ;

Churilova, I ;

Bernadyuk, S ;

Volpin, M .

TETRAHEDRON LETTERS, 1996, 37 (32) :5775-5778

[5] Unprecedented facile reactions of propane and cycloalkanes with elemental sulfur leading to dialkylsulfides and dicycloalkylsulfides [J].

Akhrem, I ;

Orlinkov, A ;

Vitt, S .

INORGANICA CHIMICA ACTA, 1998, 280 (1-2) :355-359

[6] A NOVEL FAMILY OF APROTIC ORGANIC SUPERACIDS FOR LOW-TEMPERATURE ALKANE AND CYCLOALKANE TRANSFORMATIONS [J].

AKHREM, I ;

ORLINKOV, A ;

VOLPIN, M .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (08) :671-672

[7] Carbonylation of C7-C8 cycloalkanes leading to individual tertiary carbonyl-containing compounds [J].

Akhrem, I ;

Afanas'eva, L ;

Petrovskii, P ;

Vitt, S ;

Orlinkov, A .

TETRAHEDRON LETTERS, 2000, 41 (50) :9903-9907

[8] The first examples of selective carbonylation of n-butane and n-pentane [J].

Akhrem, I ;

Orlinkov, A ;

Afanas'eva, L ;

Petrovskii, P ;

Vitt, S .

TETRAHEDRON LETTERS, 1999, 40 (32) :5897-5900

[9] Selective and effective functionalization of alkanes and cycloalkanes with CO by polyhalomethanes combined with aluminum halides in organic media [J].

Akhrem, I .

TOPICS IN CATALYSIS, 1998, 6 (1-4) :27-39

[10] Novel sulfur-containing inorganic aprotic superacids as effective initiators of low-temperature cracking and isomerization of alkanes [J].

Akhrem, I ;

Gudima, S ;

Volpin, M .

CHEMISTRY-A EUROPEAN JOURNAL, 1996, 2 (07) :812-814

← 1 2 3 4 5 6 7 8 9 10 →