Synthesis of N-Trifluoromethanesulfinyl Ketimines by Cascade Trifluoromethylthiolation/Rearrangement of Ketoximes

Bora Kim; Junho Park; Chang Woo Cho

doi:10.1021/acs.orglett.1c01338

Synthesis of N-Trifluoromethanesulfinyl Ketimines by Cascade Trifluoromethylthiolation/Rearrangement of Ketoximes

Bora Kim
, Junho Park
, Chang Woo Cho

Kyungpook National University

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

8 Scopus citations

Abstract

A new and efficient cascade electrophilic trifluoromethylthiolation/radical rearrangement reaction of ketoximes is reported using N-trifluoromethylthio-dibenzenesulfonimide as the SCF3 source without any additives. This simple one-pot reaction provides the corresponding N-trifluoromethanesulfinyl ketimine products in good yields with high E selectivity under mild reaction conditions.

Original language	English
Pages (from-to)	4603-4607
Number of pages	5
Journal	Organic Letters
Volume	23
Issue number	12
DOIs	https://doi.org/10.1021/acs.orglett.1c01338
State	Published - 18 Jun 2021

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10.1021/acs.orglett.1c01338

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title = "Synthesis of N-Trifluoromethanesulfinyl Ketimines by Cascade Trifluoromethylthiolation/Rearrangement of Ketoximes",

abstract = "A new and efficient cascade electrophilic trifluoromethylthiolation/radical rearrangement reaction of ketoximes is reported using N-trifluoromethylthio-dibenzenesulfonimide as the SCF3 source without any additives. This simple one-pot reaction provides the corresponding N-trifluoromethanesulfinyl ketimine products in good yields with high E selectivity under mild reaction conditions.",

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doi = "10.1021/acs.orglett.1c01338",

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T1 - Synthesis of N-Trifluoromethanesulfinyl Ketimines by Cascade Trifluoromethylthiolation/Rearrangement of Ketoximes

AU - Kim, Bora

AU - Park, Junho

AU - Cho, Chang Woo

PY - 2021/6/18

Y1 - 2021/6/18

N2 - A new and efficient cascade electrophilic trifluoromethylthiolation/radical rearrangement reaction of ketoximes is reported using N-trifluoromethylthio-dibenzenesulfonimide as the SCF3 source without any additives. This simple one-pot reaction provides the corresponding N-trifluoromethanesulfinyl ketimine products in good yields with high E selectivity under mild reaction conditions.

AB - A new and efficient cascade electrophilic trifluoromethylthiolation/radical rearrangement reaction of ketoximes is reported using N-trifluoromethylthio-dibenzenesulfonimide as the SCF3 source without any additives. This simple one-pot reaction provides the corresponding N-trifluoromethanesulfinyl ketimine products in good yields with high E selectivity under mild reaction conditions.

UR - https://www.scopus.com/pages/publications/85108416990

U2 - 10.1021/acs.orglett.1c01338

DO - 10.1021/acs.orglett.1c01338

M3 - Article

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AN - SCOPUS:85108416990

SN - 1523-7060

VL - 23

SP - 4603

EP - 4607

JO - Organic Letters

JF - Organic Letters

IS - 12

ER -

Synthesis of N-Trifluoromethanesulfinyl Ketimines by Cascade Trifluoromethylthiolation/Rearrangement of Ketoximes

Abstract

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