Ring-Opening Reactions of Difluoro(methylene)cyclopropanes with Halogens and Amines

被引：20

作者：

Hang, Xiao-Chun ^{[1
]}

Chen, Qing-Yun ^{[1
]}

Xiao, Ji-Chang ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 21期

关键词：

D O I：

10.1021/jo801610t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The distal and proximal bond of difluoro(methylene)cyclopropanes (F(2)MCPs) could be cleaved, respectively, under different conditions to give the corresponding ring-opening products. The reaction mechanisms are discussed.

引用

页码：8598 / 8600

页数：3

共 33 条

[1] Synthesis of methylene- and alkylidenecyclopropane derivatives [J].

Brandi, A ;

Goti, A .

CHEMICAL REVIEWS, 1998, 98 (02) :589-635

[2] Heterocycles from alkylidenecyclopropanes [J].

Brandi, A ;

Cicchi, S ;

Cordero, FM ;

Goti, A .

CHEMICAL REVIEWS, 2003, 103 (04) :1213-1269

[3] Chemistry of difluorocarbene: Synthesis and conversion of difluoro(methylene)cyclopropanes [J].

Cheng, Zhan-Ling ;

Xiao, Ji-Chang ;

Liu, Chao ;

Chen, Qing-Yun .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (24) :5581-5587

[4] REGIOSELECTIVITY IN THE ADDITION OF SINGLET AND TRIPLET CARBENES TO 1,1-DIMETHYLALLENE - PROBE FOR CARBENE MULTIPLICITY [J].

CREARY, X .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (05) :1611-1618

[5] ADDITION OF CARBENES TO 1,1-DIMETHYLALLENE - FORMATION AND REARRANGEMENT OF SUBSTITUTED METHYLENECYCLOPROPANES [J].

CREARY, X .

JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (09) :1777-1783

[6] Super radical stabilizers [J].

Creary, Xavier .

ACCOUNTS OF CHEMICAL RESEARCH, 2006, 39 (10) :761-771

[7] THE 1,3-DIPOLAR CYCLOADDITIONS OF 2,2-DIFLUOROMETHYLENECYCLOPROPANE WITH DIAZOALKANES AND THE DEAZETATION OF THE PYRAZOLINE ADDUCTS [J].

DOLBIER, WR ;

SEABURY, MJ .

TETRAHEDRON, 1987, 43 (11) :2437-2442

[8] Competitive kinetic processes in the thermal rearrangement of 1,1-difluoro-2-(dideuteriomethylene)-cyclopropane [J].

Dolbier, WR ;

Gautriaud, E ;

Cai, XH .

JOURNAL OF FLUORINE CHEMISTRY, 2005, 126 (03) :339-343

[9] [2 + 2] AND [2 + 4] CYCLOADDITIONS OF DIFLUOROMETHYLENECYCLOPROPANES [J].

DOLBIER, WR ;

SEABURY, M ;

DALY, D ;

SMART, BE .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (07) :974-979

[10] THERMAL-ISOMERIZATION OF 2,2-DIFLUOROMETHYLENECYCLOPROPANE [J].

DOLBIER, WR ;

FIELDER, TH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (17) :5577-5578

← 1 2 3 4 →