Novel synthetic method for allylic amination of cyclic allylic ethers using chlorosulfonyl isocyanate

Sang Hwi Lee; In Su Kim; Qing Ri Li; Guang Ri Dong; Young Hoon Jung

doi:10.1016/j.tetlet.2011.02.036

Novel synthetic method for allylic amination of cyclic allylic ethers using chlorosulfonyl isocyanate

Sang Hwi Lee, In Su Kim, Qing Ri Li, Guang Ri Dong, Young Hoon Jung

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

12 Scopus citations

Abstract

The introduction of amines to allylic or benzylic position of cyclic compounds with chlorosulfonyl isocyanate is developed in high to excellent yields. This method provides a novel access to biologically active compounds including the framework of 1-aminoindanes, 1-aminotetralines, and 1-amino-2-hydroxy cyclic compounds. Mechanistic evidence for the reaction pathway is also provided.

Original language	English
Pages (from-to)	1901-1904
Number of pages	4
Journal	Tetrahedron Letters
Volume	52
Issue number	16
DOIs	https://doi.org/10.1016/j.tetlet.2011.02.036
State	Published - 20 Apr 2011
Externally published	Yes

Keywords

1-Aminoindane
1-Aminotetraline
Allylic carbamate
Allylic ether
Amination
Chlorosulfonyl isocyanate

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10.1016/j.tetlet.2011.02.036

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title = "Novel synthetic method for allylic amination of cyclic allylic ethers using chlorosulfonyl isocyanate",

abstract = "The introduction of amines to allylic or benzylic position of cyclic compounds with chlorosulfonyl isocyanate is developed in high to excellent yields. This method provides a novel access to biologically active compounds including the framework of 1-aminoindanes, 1-aminotetralines, and 1-amino-2-hydroxy cyclic compounds. Mechanistic evidence for the reaction pathway is also provided.",

keywords = "1-Aminoindane, 1-Aminotetraline, Allylic carbamate, Allylic ether, Amination, Chlorosulfonyl isocyanate",

author = "Lee, \{Sang Hwi\} and Kim, \{In Su\} and Li, \{Qing Ri\} and Dong, \{Guang Ri\} and Jung, \{Young Hoon\}",

year = "2011",

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day = "20",

doi = "10.1016/j.tetlet.2011.02.036",

language = "English",

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journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Novel synthetic method for allylic amination of cyclic allylic ethers using chlorosulfonyl isocyanate

AU - Lee, Sang Hwi

AU - Kim, In Su

AU - Li, Qing Ri

AU - Dong, Guang Ri

AU - Jung, Young Hoon

PY - 2011/4/20

Y1 - 2011/4/20

N2 - The introduction of amines to allylic or benzylic position of cyclic compounds with chlorosulfonyl isocyanate is developed in high to excellent yields. This method provides a novel access to biologically active compounds including the framework of 1-aminoindanes, 1-aminotetralines, and 1-amino-2-hydroxy cyclic compounds. Mechanistic evidence for the reaction pathway is also provided.

AB - The introduction of amines to allylic or benzylic position of cyclic compounds with chlorosulfonyl isocyanate is developed in high to excellent yields. This method provides a novel access to biologically active compounds including the framework of 1-aminoindanes, 1-aminotetralines, and 1-amino-2-hydroxy cyclic compounds. Mechanistic evidence for the reaction pathway is also provided.

KW - 1-Aminoindane

KW - 1-Aminotetraline

KW - Allylic carbamate

KW - Allylic ether

KW - Amination

KW - Chlorosulfonyl isocyanate

UR - https://www.scopus.com/pages/publications/79952735025

U2 - 10.1016/j.tetlet.2011.02.036

DO - 10.1016/j.tetlet.2011.02.036

M3 - Article

AN - SCOPUS:79952735025

SN - 0040-4039

VL - 52

SP - 1901

EP - 1904

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 16

ER -

Novel synthetic method for allylic amination of cyclic allylic ethers using chlorosulfonyl isocyanate

Abstract

Keywords

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