To each his own: isonitriles for all flavors. Functionalized isocyanides as valuable tools in organic synthesis

被引：356

作者：

Giustiniano, Mariateresa ^{[1
]}

Basso, Andrea ^{[2
]}

Mercalli, Valentina ^{[3
]}

Massarotti, Alberto ^{[3
]}

Novellino, Ettore ^{[1
]}

Tron, Gian Cesare ^{[3
]}

Zhu, Jieping ^{[4
]}

机构：

[1] Univ Napoli Federico II, Dipartimento Farm, Via D Montesano 49, I-80131 Naples, Italy

[2] Univ Genoa, Dipartimento Chim & Chim Ind, Via Dodecaneso 31, I-16143 Genoa, Italy

[3] Univ Piemonte Orientale, Dipartimento Sci Farmaco, Largo Donegani 2, I-28100 Novara, Italy

[4] Ecole Polytech Fed Lausanne, Inst Chem Sci & Engn, Lab Synth & Nat Prod, EPFL SB ISIC LSPN,BCH 5304, CH-1015 Lausanne, Switzerland

来源：

CHEMICAL SOCIETY REVIEWS | 2017年 / 46卷 / 05期

关键词：

ALPHA-METALATED ISOCYANIDES; ONE-POT SYNTHESIS; PROMOTED 3-COMPONENT SYNTHESIS; ASYMMETRIC ALDOL REACTION; ACID-CATALYZED REACTIONS; TERT-BUTYL ISOCYANIDE; C BOND FORMATION; UGI; 4-COMPONENT; MULTICOMPONENT SYNTHESIS; CONVENIENT SYNTHESIS;

D O I：

10.1039/c6cs00444j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The term functionalized isocyanides refers to all those isocyanides in which a neighbouring functional group can finely tune the reactivity of the isocyano group or can be exploited in post-functionalization processes. In this manuscript, we have reviewed all the isocyanides in which the pendant functional group causes either deviation from or reinforces the normal reactivity of the isocyano group and categorized them to highlight their common features and differences. An analysis of their synthetic potential and the possible unexplored directions for future research studies is also addressed.

引用

页码：1295 / 1357

页数：63

共 426 条

[1] A Simple Synthesis of 2-{(Arylmethylidene)hydrazinylidene]-3-hydroxy-4H-furo[3,2-c]pyran-4(3H)-ones [J].

Adib, Mehdi ;

Ansari, Samira ;

Zhu, Long-Guan ;

Rahimi-Nasrabadi, Mehdi .

HELVETICA CHIMICA ACTA, 2013, 96 (04) :675-681

[2] Reaction between N-Isocyaniminotriphenylphosphorane, Aldimines, Meldrum's Acid and Water: Diastereoselective Synthesis of 3,4-Disubstituted N-Aminopyrrolidine-2,5-diones [J].

Adib, Mehdi ;

Ansari, Samira ;

Bijanzadeh, Hamid Reza .

SYNLETT, 2011, (05) :619-622

[3] An Efficient Three-Component Synthesis of 3-(5-Alkyl/aryl-1,3,4-oxadiazol-2-yl)-3-hydroxy-1,3-dihydro-2H-indol-2-ones [J].

Adib, Mehdi ;

Sheikhi, Ehsan ;

Kavoosi, Azadeh ;

Bijanzadeh, Hamid Reza .

SYNTHESIS-STUTTGART, 2010, (23) :4082-4086

[4] A multi-component synthesis of 3-aryl-1-(arylmethylideneamino) pyrrolidine-2,5-diones [J].

Adib, Mehdi ;

Ansari, Samira ;

Fatemi, Solmaz ;

Bijanzadeh, Hamid Reza ;

Zhu, Long-Guan .

TETRAHEDRON, 2010, 66 (14) :2723-2727

[5] An Efficient Three-Component Synthesis of 3-(1-Hydroxyalkyl)[1,2,4]-triazolo[4,3-c]quinazolines [J].

Adib, Mehdi ;

Ansari, Samira ;

Feizi, Shahzad ;

Bijanzadeh, Hamid Reza .

SYNLETT, 2010, (06) :921-923

[6] PHOTOCHEMISTRY OF QUINOXALINE 1-OXIDE AND SOME OF ITS DERIVATIVES [J].

ALBINI, A ;

COLOMBI, R ;

MINOLI, G .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1978, (09) :924-928

[7]

Aller E, 2000, SYNLETT, P526

[8] Synthesis and structure -: Activity relationship of a new series of COX-2 selective inhibitors:: 1,5-diarylimidazoles [J].

Almansa, C ;

Alfón, J ;

de Arriba, AF ;

Cavalcanti, FL ;

Escamilla, I ;

Gómez, LA ;

Miralles, A ;

Soliva, R ;

Bartrolí, J ;

Carceller, E ;

Merlos, M ;

García-Rafanell, J .

JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (16) :3463-3475

[9] 2,2-DIETHOXY-1-ISOCYANOETHANE (2,2-Diethoxyethyl isocyanide, Isocyanoacetaldehyde diethyl acetal) [J].

Amato, Francesco ;

Marcaccini, Stefano .

ORGANIC SYNTHESES, 2005, 82 :18-+

[10] ISODIAZOMETHANE REVISITED - N-AMINOISONITRILES [J].

ANSELME, JP .

JOURNAL OF CHEMICAL EDUCATION, 1977, 54 (05) :296-297

← 1 2 3 4 5 6 7 8 9 10 →