Benzyl(triphenyl)phosphonium Dichloroiodate: A New Reagent for Coiodination of Alkenes
作者:Mohammad Alikarami、Mansoureh Farhadi
DOI:10.1002/hlca.201500069
日期:2015.9
A mild, efficient, and regio‐ and stereoselective method for iodoalkoxylation and iodohydroxylation of olefins has been developed using benzyl(triphenyl)phosphonium dichloroiodate as iodine source. This procedure led to the corresponding iodoalkoxylated and iodohydroxylated products in moderate to excellent yields.
1,2-di-substituted indan expressed by general formula (I) wherein X is a substituent which can be drawn out under an acidic condition to form a carbocation at 1-position of an indan skeleton, Y is a halogen atom, and X and Y can be in either cis- or trans-configuration forming either a racemic body or an optically active substance; or 1,2-di-substituted indan expressed by general formula (I') wherein X is a substituent which can be drawn out under an acidic condition to form a carbocation at 1-position of an indan skeleton, and X and OH group can be in either cis- or trans-configuration forming either a racemic body or an optically-active substance; or cis-1,2-epoxyindan expressed by general formula (VI) wherein R is phenyl or a lower alkyl group is reacted, under an acidic condition, with a nitrile expressed by general formula (II) wherein R is phenyl or a lower alkyl group to form a cis-oxazoline derivative of formula IV wherein R is phenyl or a lower alkyl group and the oxazoline ring is in cis-configuration forming either a racemic body or an optically active substance which is hydrolysed to produce cis-1-aminoindan-2-ol expressed by general formula (V) wherein NH₂ and OH groups are in cis-configuration forming either a racemic body or an optically-active substance.
通式(I)表示的 1,2-二取代茚满,其中 X 是可在酸性条件下抽出以在茚满骨架的 1 位形成碳位的取代基,Y 是卤素原子,且 X 和 Y 可以顺式或反式构型形成外消旋体或光学活性物质;或通式(I')表示的 1,2-二取代茚满,其中 X 为取代基,可在酸性条件下抽出,在茚满骨架的 1 位形成碳位,X 和 OH 基可顺式或反式构型,形成外消旋体或光学活性物质;或通式(VI)表示的顺式-1,2-环氧茚满,其中 R 是苯基或低级烷基,在酸性条件下与通式(VI)表示的腈反应、与通式(II)(其中 R 是苯基或低级烷基)表示的腈反应,生成通式(IV)表示的顺式噁唑啉衍生物,其中 R 是苯基或低级烷基,噁唑啉环顺式构型,形成外消旋体或光学活性物质,水解生成通式(V)表示的顺式-1-氨基茚满-2-醇,其中 NH₂ 和 OH 基顺式构型,形成外消旋体或光学活性物质。