Anodic alkoxylation of lactams followed by reactions with carbon nucleophiles in a one-pot manner using HFIP as a solvent

Toshiki Tajima; Hitoshi Kurihara; Shoichi Shimizu; Hiroyuki Tateno

doi:10.5796/electrochemistry.81.353

Anodic alkoxylation of lactams followed by reactions with carbon nucleophiles in a one-pot manner using HFIP as a solvent

Toshiki Tajima, Hitoshi Kurihara, Shoichi Shimizu, Hiroyuki Tateno

Research output: Contribution to journal › Article

5 Citations (Scopus)

Abstract

We have demonstrated anodic alkoxylation of lactams followed by reactions with carbon nucleophiles in a one-pot manner using 1,1,1,3,3,3- hexafluoroisopropanol (HFIP) as a solvent. In the two-step transformation, HFIP acted as a nucleophile in the presence of solid-supported bases, while it acted as an inert solvent in the absence of solidsupported bases. This enabled us to conduct anodic alkoxylation of lactams and subsequent C-C bond forming reactions without replacing the solvent.

Original language	English
Pages (from-to)	353-355
Number of pages	3
Journal	Electrochemistry
Volume	81
Issue number	5
DOIs	https://doi.org/10.5796/electrochemistry.81.353
Publication status	Published - 2013 May 1

Fingerprint

Keywords

Anodic alkoxylation
Carbon-carbon bond forming reactions
Hfip
Solid-supported bases

ASJC Scopus subject areas

Electrochemistry

Cite this

Tajima, T., Kurihara, H., Shimizu, S., & Tateno, H. (2013). Anodic alkoxylation of lactams followed by reactions with carbon nucleophiles in a one-pot manner using HFIP as a solvent. Electrochemistry, 81(5), 353-355. https://doi.org/10.5796/electrochemistry.81.353

@article{9ddee57c909e4397a84371110052d785,

title = "Anodic alkoxylation of lactams followed by reactions with carbon nucleophiles in a one-pot manner using HFIP as a solvent",

abstract = "We have demonstrated anodic alkoxylation of lactams followed by reactions with carbon nucleophiles in a one-pot manner using 1,1,1,3,3,3- hexafluoroisopropanol (HFIP) as a solvent. In the two-step transformation, HFIP acted as a nucleophile in the presence of solid-supported bases, while it acted as an inert solvent in the absence of solidsupported bases. This enabled us to conduct anodic alkoxylation of lactams and subsequent C-C bond forming reactions without replacing the solvent.",

keywords = "Anodic alkoxylation, Carbon-carbon bond forming reactions, Hfip, Solid-supported bases",

author = "Toshiki Tajima and Hitoshi Kurihara and Shoichi Shimizu and Hiroyuki Tateno",

year = "2013",

month = may

day = "1",

doi = "10.5796/electrochemistry.81.353",

language = "English",

volume = "81",

pages = "353--355",

journal = "Electrochemistry",

issn = "1344-3542",

publisher = "Electrochemical Society of Japan",

number = "5",

}

TY - JOUR

T1 - Anodic alkoxylation of lactams followed by reactions with carbon nucleophiles in a one-pot manner using HFIP as a solvent

AU - Tajima, Toshiki

AU - Kurihara, Hitoshi

AU - Shimizu, Shoichi

AU - Tateno, Hiroyuki

PY - 2013/5/1

Y1 - 2013/5/1

N2 - We have demonstrated anodic alkoxylation of lactams followed by reactions with carbon nucleophiles in a one-pot manner using 1,1,1,3,3,3- hexafluoroisopropanol (HFIP) as a solvent. In the two-step transformation, HFIP acted as a nucleophile in the presence of solid-supported bases, while it acted as an inert solvent in the absence of solidsupported bases. This enabled us to conduct anodic alkoxylation of lactams and subsequent C-C bond forming reactions without replacing the solvent.

AB - We have demonstrated anodic alkoxylation of lactams followed by reactions with carbon nucleophiles in a one-pot manner using 1,1,1,3,3,3- hexafluoroisopropanol (HFIP) as a solvent. In the two-step transformation, HFIP acted as a nucleophile in the presence of solid-supported bases, while it acted as an inert solvent in the absence of solidsupported bases. This enabled us to conduct anodic alkoxylation of lactams and subsequent C-C bond forming reactions without replacing the solvent.

KW - Anodic alkoxylation

KW - Carbon-carbon bond forming reactions

KW - Hfip

KW - Solid-supported bases

UR - http://www.scopus.com/inward/record.url?scp=84878967670&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84878967670&partnerID=8YFLogxK

U2 - 10.5796/electrochemistry.81.353

DO - 10.5796/electrochemistry.81.353

M3 - Article

AN - SCOPUS:84878967670

VL - 81

SP - 353

EP - 355

JO - Electrochemistry

JF - Electrochemistry

SN - 1344-3542

IS - 5

ER -

Access to Document

10.5796/electrochemistry.81.353