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Synlett 2018; 29(18): 2342-2361
DOI: 10.1055/s-0037-1609584
DOI: 10.1055/s-0037-1609584
account
Design and Synthesis of Aromatics through [2+2+2] Cyclotrimerization
S.K. thanks the Department of Science and Technology (DST), New Delhi for the financial support (EMR/2015/002053). G.S. thanks the CSIR-New Delhi for the award of a research fellowship. S.K. thanks the DST for the award of a J. C. Bose fellowship (SR/S2/JCB-33/2010) and Praj industries for a Chair Professor (green chemistry).Further Information
Publication History
Received: 12.02.2018
Accepted after revision: 18.06.2018
Publication Date:
08 August 2018 (online)
Abstract
The [2+2+2] cycloaddition reaction is a useful tool to realize unusual chemical transformations which are not achievable by traditional methods. Here, we report our work during the past two decades that involve utilization of transition-metal complexes in a [2+2+2] cyclotrimerization reaction. Several key “building blocks” were assembled by a [2+2+2] cycloaddition approach and they have been further expanded by other synthetic transformations to design unusual amino acids and peptides, diphenylalkanes, bis- and trisaryl benzene derivatives, annulated benzocycloalkanes, spirocycles, and spirooxindole derivatives. Furthermore, we have also discussed about alkyne surrogates, environmentally friendly, and stereoselective [2+2+2] cycloaddition reactions. Application of the [2+2+2] cycloaddition reaction in total synthesis is also covered. In this review we also included others work to give a balanced view of the recent developments in the area of [2+2+2] cycloaddition.
1 Introduction
2 Unusual Amino Acids and Peptides
3 Heteroanalogues of Indane
4 Diphenylalkane Derivatives
5 Multi-Armed Aryl Benzene Derivatives
6 Annulated Benzocycloalkanes
7 Spirocycles
8 Selectivity in [2+2+2] Cycloaddition of Alkynes
9 [2+2+2] Cycloaddition Reactions under Environmentally Friendly Conditions
10 Alkyne Surrogates
11 Domino Reactions involving a [2+2+2] Cycloaddition
12 Biologically Important Targets/Total Synthesis
13 Conclusions
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