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烯丙基膦酸酯/烯丙基膦氧化物作为中间体/前体用于分子内环化,生成磷基茚、茚酮、苯并呋喃和异色烯。

Allenylphosphonates/allenylphosphine oxides as intermediates/precursors for intramolecular cyclization leading to phosphorus-based indenes, indenones, benzofurans, and isochromenes.

机构信息

School of Chemistry, University of Hyderabad, Hyderabad 500 046, A. P., India.

出版信息

J Org Chem. 2012 Jun 15;77(12):5345-56. doi: 10.1021/jo300705f. Epub 2012 Jun 6.

Abstract

Utilizing internally available functional groups, a simple protocol for the efficient synthesis of phosphorus-based indenes, indenones, benzofurans, and isochromenes via intramolecular cyclization of allene intermediates/precursors is generated; the latter intermediates/precursors are conveniently obtained through aldehyde-, alkylidene-, and hydroxyl-functionalized propargyl alcohols and P(III)-Cl precursors. The structures of key products have been unequivocally confirmed by X-ray crystallography.

摘要

利用内部可用的官能团,通过烯丙基中间体/前体的分子内环化,生成了一种用于高效合成磷基茚、茚酮、苯并呋喃和异色烯的简单方法;这些中间产物/前体可以通过醛基、亚烷基和羟基官能化的丙炔醇和 P(III)-Cl 前体制得。关键产物的结构已通过 X 射线晶体学得到明确证实。

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