Palladium-catalyzed addition of nitrogen pronucleophiles to alkylidenecyclopropanes

Amal I. Siriwardana; Michiru Kamada; Itaru Nakamura; Yoshinori Yamamoto

doi:10.1021/jo050700s

Palladium-catalyzed addition of nitrogen pronucleophiles to alkylidenecyclopropanes

Amal I. Siriwardana
, Michiru Kamada
, Itaru Nakamura
, Yoshinori Yamamoto^*

^*Corresponding author for this work

Tohoku University

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

79 Citations (Scopus)

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	Journal of Organic Chemistry
Volume	70
Issue number	15
DOIs	https://doi.org/10.1021/jo050700s
Publication status	Published - 22 Jul 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 I.\} and Michiru Kamada and Itaru Nakamura and Yoshinori Yamamoto",

year = "2005",

month = jul,

day = "22",

doi = "10.1021/jo050700s",

language = "English",

volume = "70",

pages = "5932--5937",

journal = "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 I.

AU - Kamada, Michiru

AU - Nakamura, Itaru

AU - Yamamoto, Yoshinori

PY - 2005/7/22

Y1 - 2005/7/22

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 - https://www.scopus.com/pages/publications/22244439169

U2 - 10.1021/jo050700s

DO - 10.1021/jo050700s

M3 - Article

AN - SCOPUS:22244439169

SN - 0022-3263

VL - 70

SP - 5932

EP - 5937

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 15

ER -

Palladium-catalyzed addition of nitrogen pronucleophiles to alkylidenecyclopropanes

Abstract

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