Synlett 2022; 33(10): 907-912
DOI: 10.1055/a-1741-9000
synpacts

Multicomponent Reactions Among Alkyl Isocyanides, sp Reactants, and sp2 Carbon Cages

Yanbang Li
a   Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, 123 Bevier Rd, Piscataway, NJ 08854, USA
,
William P. Kopcha
a   Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, 123 Bevier Rd, Piscataway, NJ 08854, USA
,
Antonio Rodriguez-Fortea
b   Departament de Química Física i Inorgànica, Universitat Rovira i Virgili, Marcel·lí Domingo 1, 43007, Tarragona, Spain
,
Jianyuan Zhang
a   Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, 123 Bevier Rd, Piscataway, NJ 08854, USA
› Author Affiliations
This work is supported by the U.S. Department of Energy (Grant No. DE-SC0020260), the Spanish Ministerio de Ciencia e Innovación (Grant No. PID2020-112762GB-I00), and the Generalitat de Catalunya (Grant No. 2017SGR629).


Abstract

We explored the reactivity and substrate scope of the reactions among an alkyl isocyanide, an sp-hybridized reactant (i.e. alkyne or allene), and a carbon cage, as a new approach to functionalize fullerenes and metallofullerenes. This account summarizes the key findings in our recent published work, and some original data for the reaction involving an isocyanide, allenes, and metallofullerene Lu3N@C80.

1 Introduction

2 Isocyanide-Induced Fullerene/EMF Reactions with Substituted Alkynes

3 Isocyanide-Induced Fullerene/EMF Reactions with Substituted Allenes

4 Conclusion



Publication History

Received: 22 December 2021

Accepted after revision: 16 January 2022

Accepted Manuscript online:
16 January 2022

Article published online:
10 February 2022

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