Catalytic Selective Metal-Free Cross-Coupling of Heteroaromatic N-Oxides with Organosilanes | Zendy

Mahesh Puthanveedu | Zendy; Vasiliki Polychronidou | Zendy; Andrey P. Antonchick | Zendy

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Catalytic Selective Metal-Free Cross-Coupling of Heteroaromatic N-Oxides with Organosilanes

Author(s) -

Mahesh Puthanveedu,

Vasiliki Polychronidou,

Andrey P. Antonchick

Publication year - 2019

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.9b01141

Subject(s) - chemistry , regioselectivity , catalysis , reactivity (psychology) , metathesis , surface modification , transition metal , metal , combinatorial chemistry , coupling (piping) , silicon , organic chemistry , materials science , medicine , polymer , alternative medicine , pathology , metallurgy , polymerization

A metal-free, regioselective C-H functionalization of heteroaromatic N-oxides has been developed. The method enables the synthesis of various benzylated and alkynylated N-heterocycles in a transition-metal-free manner employing organosilanes as coupling partners. The unanticipated reactivity has been exploited for the synthesis of a number of symmetrical disubstituted acetylenes from ethynyltrimethylsilane via carbon-silicon bond metathesis.

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