… heterocycle from bis (tributyltin) oxide and. OMEGA.-haloalkyl isocyanate. One-pot convenient synthesis of 2-oxazolidinones and tetrahydro-2H-1, 3-oxazin-2-one.

…, K Nakamura, A Baba, H Matsuda

Index: Shibata, Ikuya; Nakamura, Kenji; Baba, Akio; Matsuda, Haruo Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 3 p. 853 - 859

Full Text: HTML

Citation Number: 26

Abstract

Novel types of compounds, N-tributylstannyl-2-oxazolidinone (4a) and tetrahydro-2H-1, 3- oxazin-2-one (4b), are formed from the adduct of (n-Bu 3 Sn) 2 O (1) with ω-haloalkyl isocyanate (2), and the subsequent coupling reaction with alkyl halides gives a variety of N- substituted 2-oxazolidinones and tetrahydro-2-oxazinones in a one-pot procedure. Both the cyclization and the coupling reaction proceed quantitatively in the presence of HMPA ...