Preparation of imides via the palladium-catalyzed coupling reaction of organostannanes with methyl n-[methoxy(methylthio)methylene]carbamate

Kohei Orimoto; Takuhei Tomizawa; Yuki Namera; Harufumi Oyama; Takashi Niwa; Masahisa Nakada

doi:10.3987/COM-13-12662

Preparation of imides via the palladium-catalyzed coupling reaction of organostannanes with methyl n-[methoxy(methylthio)methylene]carbamate

Kohei Orimoto, Takuhei Tomizawa, Yuki Namera, Harufumi Oyama, Takashi Niwa, Masahisa Nakada^*

^*Corresponding author for this work

School of Advanced Science and Engineering

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

6 Citations (Scopus)

Abstract

The preparation of imides via the palladium-catalyzed coupling reaction of organostannanes is described. The palladium-catalyzed coupling reaction of aryl-, heteroaryl-, and alkenyl(tributyl)stannanes with methyl N-[methoxy(methylthio)methylene]carbamate in the presence of Cu(I) thiophene-2-carboxylate (CuTC) affords imino ethers, which are converted to the corresponding imides in high yield through acid hydrolysis.

Original language	English
Pages (from-to)	827-840
Number of pages	14
Journal	Heterocycles
Volume	87
Issue number	4
DOIs	https://doi.org/10.3987/COM-13-12662
Publication status	Published - 2013

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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title = "Preparation of imides via the palladium-catalyzed coupling reaction of organostannanes with methyl n-[methoxy(methylthio)methylene]carbamate",

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author = "Kohei Orimoto and Takuhei Tomizawa and Yuki Namera and Harufumi Oyama and Takashi Niwa and Masahisa Nakada",

year = "2013",

doi = "10.3987/COM-13-12662",

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journal = "Heterocycles",

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T1 - Preparation of imides via the palladium-catalyzed coupling reaction of organostannanes with methyl n-[methoxy(methylthio)methylene]carbamate

AU - Orimoto, Kohei

AU - Tomizawa, Takuhei

AU - Namera, Yuki

AU - Oyama, Harufumi

AU - Niwa, Takashi

AU - Nakada, Masahisa

PY - 2013

Y1 - 2013

N2 - The preparation of imides via the palladium-catalyzed coupling reaction of organostannanes is described. The palladium-catalyzed coupling reaction of aryl-, heteroaryl-, and alkenyl(tributyl)stannanes with methyl N-[methoxy(methylthio)methylene]carbamate in the presence of Cu(I) thiophene-2-carboxylate (CuTC) affords imino ethers, which are converted to the corresponding imides in high yield through acid hydrolysis.

AB - The preparation of imides via the palladium-catalyzed coupling reaction of organostannanes is described. The palladium-catalyzed coupling reaction of aryl-, heteroaryl-, and alkenyl(tributyl)stannanes with methyl N-[methoxy(methylthio)methylene]carbamate in the presence of Cu(I) thiophene-2-carboxylate (CuTC) affords imino ethers, which are converted to the corresponding imides in high yield through acid hydrolysis.

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JO - Heterocycles

JF - Heterocycles

SN - 0385-5414

IS - 4

ER -

Preparation of imides via the palladium-catalyzed coupling reaction of organostannanes with methyl n-[methoxy(methylthio)methylene]carbamate

Abstract

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