Borohydride reduction of imidazolidino[1,2-d]dithiadiazepines

Nicholas Bodor; Ernö Koltai; László Prókai

doi:10.1016/S0040-4020(01)81573-8

Borohydride reduction of imidazolidino[1,2-d]dithiadiazepines

Nicholas Bodor, Ernö Koltai, László Prókai

Institute for Healthy Aging

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

Abstract

Imidazolidino[1,2-d]dithiadiazepines are converted to the ten-membered saturated heterocycles via borohydride reduction in acidic media or using "in situ" generated borane. Reductive alkylation in acetic or propionic acid as a solvent represents a significant side reaction. Relatively stable boron compounds are identified as intermediates which yield the saturated heterocycles upon acidic hydrolysis.

Original language	English
Pages (from-to)	4767-4772
Number of pages	6
Journal	Tetrahedron
Volume	48
Issue number	23
DOIs	https://doi.org/10.1016/S0040-4020(01)81573-8
State	Published - 5 Jun 1992

Keywords

1,2-dithia-5,8-diaza-cyclodecane
Imidazolidino[1,2-d]dithiazepines
borohydride reduction
by-products
reaction mechanism

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title = "Borohydride reduction of imidazolidino[1,2-d]dithiadiazepines",

abstract = "Imidazolidino[1,2-d]dithiadiazepines are converted to the ten-membered saturated heterocycles via borohydride reduction in acidic media or using {"}in situ{"} generated borane. Reductive alkylation in acetic or propionic acid as a solvent represents a significant side reaction. Relatively stable boron compounds are identified as intermediates which yield the saturated heterocycles upon acidic hydrolysis.",

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year = "1992",

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T1 - Borohydride reduction of imidazolidino[1,2-d]dithiadiazepines

AU - Bodor, Nicholas

AU - Koltai, Ernö

AU - Prókai, László

PY - 1992/6/5

Y1 - 1992/6/5

N2 - Imidazolidino[1,2-d]dithiadiazepines are converted to the ten-membered saturated heterocycles via borohydride reduction in acidic media or using "in situ" generated borane. Reductive alkylation in acetic or propionic acid as a solvent represents a significant side reaction. Relatively stable boron compounds are identified as intermediates which yield the saturated heterocycles upon acidic hydrolysis.

AB - Imidazolidino[1,2-d]dithiadiazepines are converted to the ten-membered saturated heterocycles via borohydride reduction in acidic media or using "in situ" generated borane. Reductive alkylation in acetic or propionic acid as a solvent represents a significant side reaction. Relatively stable boron compounds are identified as intermediates which yield the saturated heterocycles upon acidic hydrolysis.

KW - 1,2-dithia-5,8-diaza-cyclodecane

KW - Imidazolidino[1,2-d]dithiazepines

KW - borohydride reduction

KW - by-products

KW - reaction mechanism

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U2 - 10.1016/S0040-4020(01)81573-8

DO - 10.1016/S0040-4020(01)81573-8

M3 - Article

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VL - 48

SP - 4767

EP - 4772

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 23

ER -

Borohydride reduction of imidazolidino[1,2-d]dithiadiazepines

Abstract

Keywords

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