Palladium-catalyzed addition of nitrogen pronucleophiles to alkylidenecyclopropanes

Amal Inoka Siriwardana; Michiru Kamada; Itaru Nakamura; Yoshinori Yamamoto

doi:10.1021/jo050700s

Palladium-catalyzed addition of nitrogen pronucleophiles to alkylidenecyclopropanes

Amal Inoka Siriwardana, Michiru Kamada, Itaru Nakamura, Yoshinori Yamamoto

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

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Abstract

The inter- and intramolecular additions of cyclic amides (nitrogen pronucleophiles) to methylenecyclopropanes proceeded smoothly in the presence of catalytic amounts of Pd(PPh3)(4), affording the corresponding hydroamination products in good to high yields with high regioselectivities. The ring opening of methylenecyclopropanes occurred at the distal position of the cyclopropane ring.

Original language	English
Pages (from-to)	5932 - 5937
Number of pages	6
Journal	The Journal of Organic Chemistry
Volume	70
Issue number	15
DOIs	https://doi.org/10.1021/jo050700s
Publication status	Published - 2005
Externally published	Yes

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title = "Palladium-catalyzed addition of nitrogen pronucleophiles to alkylidenecyclopropanes",

abstract = "The inter- and intramolecular additions of cyclic amides (nitrogen pronucleophiles) to methylenecyclopropanes proceeded smoothly in the presence of catalytic amounts of Pd(PPh3)(4), affording the corresponding hydroamination products in good to high yields with high regioselectivities. The ring opening of methylenecyclopropanes occurred at the distal position of the cyclopropane ring.",

author = "Siriwardana, {Amal Inoka} and Michiru Kamada and Itaru Nakamura and Yoshinori Yamamoto",

year = "2005",

doi = "10.1021/jo050700s",

language = "English",

volume = "70",

pages = "5932 -- 5937",

journal = "The Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "15",

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TY - JOUR

T1 - Palladium-catalyzed addition of nitrogen pronucleophiles to alkylidenecyclopropanes

AU - Siriwardana, Amal Inoka

AU - Kamada, Michiru

AU - Nakamura, Itaru

AU - Yamamoto, Yoshinori

PY - 2005

Y1 - 2005

N2 - The inter- and intramolecular additions of cyclic amides (nitrogen pronucleophiles) to methylenecyclopropanes proceeded smoothly in the presence of catalytic amounts of Pd(PPh3)(4), affording the corresponding hydroamination products in good to high yields with high regioselectivities. The ring opening of methylenecyclopropanes occurred at the distal position of the cyclopropane ring.

AB - The inter- and intramolecular additions of cyclic amides (nitrogen pronucleophiles) to methylenecyclopropanes proceeded smoothly in the presence of catalytic amounts of Pd(PPh3)(4), affording the corresponding hydroamination products in good to high yields with high regioselectivities. The ring opening of methylenecyclopropanes occurred at the distal position of the cyclopropane ring.

UR - http://pubs.acs.org/doi/pdf/10.1021/jo050700s

U2 - 10.1021/jo050700s

DO - 10.1021/jo050700s

M3 - Article

SN - 0022-3263

VL - 70

SP - 5932

EP - 5937

JO - The Journal of Organic Chemistry

JF - The Journal of Organic Chemistry

IS - 15

ER -

Palladium-catalyzed addition of nitrogen pronucleophiles to alkylidenecyclopropanes

Abstract

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