Radical‐Induced Metal‐Free Alkynylation of Aldehydes by Direct CH Activation | Zendy

Liu Xuesong | Zendy; Yu Linqian | Zendy; Luo Mupeng | Zendy; Zhu Jidong | Zendy; Wei Wanguo | Zendy

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Radical‐Induced Metal‐Free Alkynylation of Aldehydes by Direct CH Activation

Author(s) -

Liu Xuesong,

Yu Linqian,

Luo Mupeng,

Zhu Jidong,

Wei Wanguo

Publication year - 2015

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201501094

Subject(s) - hypervalent molecule , alkynylation , reagent , chemistry , aldehyde , substrate (aquarium) , triple bond , metal , iodine , combinatorial chemistry , medicinal chemistry , organic chemistry , double bond , catalysis , oceanography , geology

A direct C(sp 2 )H alkynylation of aldehyde C(O)H bonds with hypervalent iodine alkynylation reagents provides ynones under metal‐free conditions. In this method, 1‐[(triisopropylsilyl)ethynyl]‐1,2‐benziodoxol‐3(1 H )‐one (TIPS‐EBX) constitutes an efficient alkynylation reagent for the introduction of the triple bond. The substrate scope is extended to a variety of (hetero)aromatic, aliphatic, and α,β‐unsaturated aldehydes.

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