Intramolecular Ring-Opening of Oxetanes: Access to Functionalised Hydroxymethyl 2,3-Dihydroimidazo[1,2-c]quinazolines

Author:

Bagal Sharan K.1,Bodnarchuk Michael S.1,King Thomas A.1,McKerrecher Darren1,Luo Xuehong2,Wang Peng2,Steward Oliver R.1

Affiliation:

1. Chemistry, Oncology R&D, AstraZeneca

2. Pharmaron Beijing Co., Ltd.

Abstract

An intramolecular oxetane ring-opening was developed, affording novel 2-(hydroxymethyl)-2,3-dihydroimidazo[1,2-c]quinazolines from N-(3-methyloxetan-3-yl)quinazolin-4-amines under mild conditions. The resulting medicinally relevant tricyclic scaffolds were synthesised in good yields with diverse substituents. Moreover, reaction optimisation led to the development of a one-pot procedure.

Funder

AstraZeneca

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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