Two-Step Synthesis of Fluorescent 3-Arylated 1,3a,6a-Triazapentalenes via a Three-Component Triazolization Reaction | Zendy

Bram Verbelen | Zendy; Wim Dehaen | Zendy

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Two-Step Synthesis of Fluorescent 3-Arylated 1,3a,6a-Triazapentalenes via a Three-Component Triazolization Reaction

Author(s) -

Bram Verbelen,

Wim Dehaen

Publication year - 2016

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.6b03309

Subject(s) - chemistry , trifluoromethanesulfonate , component (thermodynamics) , fluorescence , surface modification , combinatorial chemistry , position (finance) , one step , organic chemistry , catalysis , chemical engineering , physics , finance , quantum mechanics , economics , thermodynamics , engineering

Novel 3-arylated 1,3a,6a-triazapentalenes were synthesized using a metal-free three-component triazolization reaction followed by a triflate based cyclization step. This method starts from simple commercial starting materials and provides an easy functionalization strategy for the 3-position of the triazapentalenes. By introducing electron-withdrawing groups onto this position, stable and highly fluorescent dyes could be synthesized.

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