Isocyanide Insertion–Cyclization Reaction for Imidazoisoindol-5-imine Scaffold Synthesis: A Selective Solvatochromic Fluorescent Probe for Methanol Detection

Ahmadi, Fereshteh; Goli, Hamid Reza; Balmohammadi, Yaser; Bazgir, Ayoob (2021). Isocyanide Insertion–Cyclization Reaction for Imidazoisoindol-5-imine Scaffold Synthesis: A Selective Solvatochromic Fluorescent Probe for Methanol Detection. Journal of organic chemistry, 86(1), pp. 146-152. American Chemical Society 10.1021/acs.joc.0c01860

[img] Text
acs.joc.0c01860.pdf - Published Version
Restricted to registered users only
Available under License Publisher holds Copyright.

Download (1MB) | Request a copy

An efficient, ligand-free, and Pd-catalyzed method for the synthesis of imidazoisoindole imine scaffolds with satisfactory yields via C–C and C–N bond formation has been developed. The synthesized scaffolds have unique potential for selective MeOH detection from other solvents, especially EtOH. The appealing features of this transformation are phosphinic ligand-free conditions, the use of a small amount of Pd(OAc)2, and a practical procedure for the synthesis of imidazoisoindole imine scaffolds.

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Department of Chemistry, Biochemistry and Pharmaceutical Sciences (DCBP)

UniBE Contributor:

Balmohammadi, Yaser

Subjects:

500 Science > 570 Life sciences; biology
500 Science > 540 Chemistry

ISSN:

0022-3263

Publisher:

American Chemical Society

Language:

English

Submitter:

Simon Grabowsky

Date Deposited:

03 Jun 2021 16:46

Last Modified:

05 Dec 2022 15:51

Publisher DOI:

10.1021/acs.joc.0c01860

BORIS DOI:

10.48350/156432

URI:

https://boris.unibe.ch/id/eprint/156432

Actions (login required)

Edit item Edit item
Provide Feedback