Title :

PIDA/I2-Mediated Domino Approach for Pyrrolo[1,4]Thiazines and 1,4-Thiazines via a ''One-pot'' Morin Rearrangement of N,S-Acetals.

Author(s) :

Danton, Fanny [Auteur]
Othman, Mohamed [Auteur]
Lawson, Ata Martin [Auteur]
Moncol, Jan [Auteur]
Ghinet, Alina [Auteur]
Lille Inflammation Research International Center - U 995 [LIRIC]
Rigo, Benoit [Auteur]
Daich, Adam [Auteur]

Journal title :

Chemistry (Weinheim an der Bergstrasse, Germany)

Abbreviated title :

Chemistry

Publication date :

2019-03-25

ISSN :

1521-3765

HAL domain(s) :

Sciences du Vivant [q-bio]

English abstract : [en]

An efficient domino transformation using a phenyliodine(III) diacetate (PIDA)/I combination towards Morin 1,4-thiazine compounds has been developed starting from N,S-acetals. The latter leads to "one-step" regioselective ...
Show more >An efficient domino transformation using a phenyliodine(III) diacetate (PIDA)/I combination towards Morin 1,4-thiazine compounds has been developed starting from N,S-acetals. The latter leads to "one-step" regioselective methylene insertion without the need for traditional sulfoxide intermediates in good yields. The reaction involves easily accessible N,S-acetals obtained from cost-effective basic ketones and cysteamine as starting materials. This process ultimately leads to 1,4-thiazines related to natural product and fused derivatives necessary for further QSAR study.Show less >

Audience :

Internationale

Popular science :

Non

Administrative institution(s) :

CHU Lille
Inserm
Université de Lille

Collections :

• Institut de Recherche Translationnelle sur l'Inflammation (INFINITE) - U1286

Research team(s) :

Therapeutic innovation targetting inflammation

Submission date :

2019-05-17T13:14:47Z