A Domino Sequence Consisting of Insertion, Coupling, Isomerization, and Diels–Alder Steps Yields Highly Fluorescent Spirocycles | Zendy

D'Souza Daniel M. | Zendy; Rominger Frank | Zendy; Müller Thomas J. J. | Zendy

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A Domino Sequence Consisting of Insertion, Coupling, Isomerization, and Diels–Alder Steps Yields Highly Fluorescent Spirocycles

Author(s) -

D'Souza Daniel M.,

Rominger Frank,

Müller Thomas J. J.

Publication year - 2004

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200461489

Subject(s) - domino , isomerization , sequence (biology) , fluorescence , chemistry , coupling (piping) , combinatorial chemistry , organic chemistry , materials science , biochemistry , catalysis , physics , quantum mechanics , metallurgy

Four bonds at one stroke and products with intensive fluorescence result from a domino sequence consisting of insertion, coupling, isomerization, and Diels–Alder steps (see scheme, Ts=tosyl). Alkynoyl ortho ‐iodophenyl esters or N ‐(iodophenyl)alkynanilides 1 react with propargyl allyl ethers 2 to furnish spirocycles 3 .

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