scholarly journals Au-catalyzed skeletal rearrangement of O-propargylic oximes via N–O bond cleavage with the aid of a Brønsted base cocatalyst

2019 ◽  
Vol 10 (20) ◽  
pp. 5283-5289 ◽  
Author(s):  
Keigo Shiga ◽  
Ilya D. Gridnev ◽  
Masahiro Terada ◽  
Itaru Nakamura
Keyword(s):  
Bond Cleavage ◽  
Skeletal Rearrangement ◽  
Rearrangement Reaction ◽  
Brønsted Base

Au-catalyzed skeletal rearrangement reaction of O-propargylic oxime proceeded via N–O bond cleavage with the aid of a Brønsted base cocatalyst.

scholarly journals Gold-Catalyzed Cyclization/Intermolecular Methylene Transfer ­Sequence of O-Propargylic Oximes Derived from Glyoxylates

Synlett ◽  
2018 ◽  
Vol 30 (04) ◽  
pp. 393-396 ◽  
Author(s):  
Shinya Gima ◽  
Keigo Shiga ◽  
Masahiro Terada ◽  
Itaru Nakamura
Keyword(s):  
Bond Cleavage ◽  
Ester Group ◽  
Mechanistic Studies ◽  
Skeletal Rearrangement ◽  
Reaction Proceeds ◽  
Rearrangement Reaction ◽  
High Yields

We successfully extended our gold-catalyzed skeletal rearrangement reaction of O-propargylic oximes through C=N bond cleavage to include substrates having an ester group on the oxime moiety, affording the corresponding 2-isoxazolines having an alkoxycarbonylmethylene group at the 4-position in good to high yields. Our mechanistic studies indicated that the transfer of the alkoxycarbonylmethylene group proceeded in an intermolecular manner, confirming that the reaction proceeds through cyclization followed by intermolecular transfer of the alkoxycarbonylmethylene group.

scholarly journals C—C Triple Bond Cleavage/Rearrangement Reaction for Accessing 2,4,4-Trichloronaphthalen-1(4H)-ones

2019 ◽  
Vol 39 (4) ◽  
pp. 1095 ◽  
Author(s):  
Wenjie Jiang ◽  
Yating Song ◽  
Xiaojing Wei ◽  
Yi Xu ◽  
Juan Lu ◽  
...  
Keyword(s):  
Triple Bond ◽  
Bond Cleavage ◽  
Rearrangement Reaction

scholarly journals Oxidative skeletal rearrangement of 1,1′-binaphthalene-2,2′-diamines (BINAMs) via C–C bond cleavage and nitrogen migration: a versatile synthesis of U-shaped azaacenes

2014 ◽  
Vol 50 (71) ◽  
pp. 10291-10294 ◽  
Author(s):  
Youhei Takeda ◽  
Masato Okazaki ◽  
Satoshi Minakata
Keyword(s):  
Bond Cleavage ◽  
Single Bond ◽  
Skeletal Rearrangement

An oxidative skeletal rearrangement of 1,1′-binaphthalene-2,2′-diamines (BINAMs) that involves the cleavage of a strong C–C single bond of the binaphthalene unit and the nitrogen migration has been discovered.

Copper-Catalyzed Skeletal Rearrangement of O-Propargylic Alkylaldoximes via N–O Bond Cleavage

2011 ◽  
Vol 14 (1) ◽  
pp. 206-209 ◽  
Author(s):  
Itaru Nakamura ◽  
Tomoki Iwata ◽  
Dong Zhang ◽  
Masahiro Terada
Keyword(s):  
Bond Cleavage ◽  
Skeletal Rearrangement

ChemInform Abstract: Copper-Catalyzed Skeletal Rearrangement of O-Propargylic Alkylaldoximes via N-O Bond Cleavage.

ChemInform ◽  
2012 ◽  
Vol 43 (19) ◽  
pp. no-no
Author(s):  
Itaru Nakamura ◽  
Tomoki Iwata ◽  
Dong Zhang ◽  
Masahiro Terada
Keyword(s):  
Bond Cleavage ◽  
Skeletal Rearrangement

Brønsted base-catalyzed annulation of allyl ketones and alkynyl 1,2-diketones

2018 ◽  
Vol 54 (34) ◽  
pp. 4266-4269 ◽  
Author(s):  
Xiangwen Kong ◽  
Jinshuai Song ◽  
Jian Liu ◽  
Miao Meng ◽  
Shuang Yang ◽  
...  
Keyword(s):  
Dft Calculations ◽  
Bond Cleavage ◽  
Aldol Reaction ◽  
Mild Conditions ◽  
Brønsted Base ◽  
Selective Addition

The Cs2CO3-catalyzed reaction of allyl ketones and alkynyl 1,2-diketones affords a series of 2-acyloxycyclopent-3-enones under mild conditions. A unique α-selective addition/aldol reaction/C–C bond cleavage mechanism was proposed and supported by DFT calculations.

scholarly journals Five-Bond Cleavage in Copper-Catalyzed Skeletal Rearrangement ofO-Propargyl Arylaldoximes to β-Lactams

2011 ◽  
Vol 133 (17) ◽  
pp. 6861-6861 ◽  
Author(s):  
Itaru Nakamura ◽  
Toshiharu Araki ◽  
Masahiro Terada
Keyword(s):  
Bond Cleavage ◽  
Skeletal Rearrangement

scholarly journals Synthesis of 1-Hydroxyyohimbine and Its Novel Skeletal Rearrangement Reaction into Oxindole Derivatives

Heterocycles ◽  
2001 ◽  
Vol 55 (7) ◽  
pp. 1237 ◽  
Author(s):  
Masanori Somei ◽  
Koichi Noguchi ◽  
Fumio Yamada
Keyword(s):  
Skeletal Rearrangement ◽  
Rearrangement Reaction
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