Gold(I)‐Catalyzed 1,4‐ and/or 1,5‐Heteroaryl Migration Reactions through Regiocontrolled Cyclizations | Zendy

Wang Chengyu | Zendy; Xie Xin | Zendy; Liu Jun | Zendy; Liu Yuanhong | Zendy; Li Yuxue | Zendy

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Gold(I)‐Catalyzed 1,4‐ and/or 1,5‐Heteroaryl Migration Reactions through Regiocontrolled Cyclizations

Author(s) -

Wang Chengyu,

Xie Xin,

Liu Jun,

Liu Yuanhong,

Li Yuxue

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.201405190

Subject(s) - regioselectivity , indene , chemistry , catalysis , furan , thiophene , combinatorial chemistry , organic chemistry , medicinal chemistry

Gold(I)‐catalyzed regioselective cycloisomerizations of furan‐ynes have been described. The reaction provides a concise access to stereodefined trisubstituted alkenes by endo cyclization with concomitant 1,5‐migration of the furanyl group in the presence of unactivated 3 Å molecular sieves. In the absence of molecular sieves, indene products are generated by exo cyclization, followed by 1,4‐furanyl migration/cyclization. The scope for 1,5‐migrations can be extended to other heterocycles, such as benzofurans, thiophenes, and pyrroles.

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