共 311 条
Gold-catalyzed cycloisomerizations of enynes:: A mechanistic perspective
被引:1786
作者:

Jimenez-Nunez, Eloisa
论文数: 0 引用数: 0
h-index: 0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain

Echavarren, Antonio M.
论文数: 0 引用数: 0
h-index: 0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Univ Autonoma Madrid, Dept Quim Organ, E-28049 Madrid, Spain Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
机构:
[1] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
[2] Univ Autonoma Madrid, Dept Quim Organ, E-28049 Madrid, Spain
关键词:
D O I:
10.1021/cr0684319
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
A detail description on gold-catalyzed cycloisomerization reactions of 1,n-enynes has been given as well as its mechanisms. In addition, a discussion will also be given regarding the cyclizations with concomitant addition of nucleophiles to 1,n-enynes. Two bonds with C-C/ C-X or two C-C are formed as these reactions are domino-type transformations. Other topics that have been discussed include: the reactions of arenes and heteroarenes with alkynes that are mechanistically related to enynes; the cycloisomerizations of enynes bearing propargylic carboxylates or ethers; and finally, the addition of nucleophiles to 1,n-Enynes.
引用
收藏
页码:3326 / 3350
页数:25
相关论文
共 311 条
[1]
Sequential amination/annulation/aromatization reaction of carbonyl compounds and propargylamine: A new one-pot approach to functionalized pyridines
[J].
Abbiati, G
;
Arcadi, A
;
Bianchi, G
;
Di Giuseppe, S
;
Marinelli, F
;
Rossi, E
.
JOURNAL OF ORGANIC CHEMISTRY,
2003, 68 (18)
:6959-6966

Abbiati, G
论文数: 0 引用数: 0
h-index: 0
机构: Univ Aquila, Fac Sci, Dipartimento Chim Ingn Chim & Mat, I-67010 Coppito, AQ, Italy

论文数: 引用数:
h-index:
机构:

Bianchi, G
论文数: 0 引用数: 0
h-index: 0
机构: Univ Aquila, Fac Sci, Dipartimento Chim Ingn Chim & Mat, I-67010 Coppito, AQ, Italy

Di Giuseppe, S
论文数: 0 引用数: 0
h-index: 0
机构: Univ Aquila, Fac Sci, Dipartimento Chim Ingn Chim & Mat, I-67010 Coppito, AQ, Italy

论文数: 引用数:
h-index:
机构:

Rossi, E
论文数: 0 引用数: 0
h-index: 0
机构: Univ Aquila, Fac Sci, Dipartimento Chim Ingn Chim & Mat, I-67010 Coppito, AQ, Italy
[2]
Organogold(III) iminophosphorane complexes as efficient catalysts in the addition of 2-methylfuran and electron-rich arenes to methyl vinyl ketone
[J].
Aguilar, David
;
Contel, Maria
;
Navarro, Rafael
;
Urriolabeitia, Esteban P.
.
ORGANOMETALLICS,
2007, 26 (18)
:4604-4611

Aguilar, David
论文数: 0 引用数: 0
h-index: 0
机构: Univ Zaragoza, CSIC, Dept Compuestos Organomet, Inst Ciencia Mat Aragon, E-50009 Zaragoza, Spain

Contel, Maria
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Zaragoza, CSIC, Dept Compuestos Organomet, Inst Ciencia Mat Aragon, E-50009 Zaragoza, Spain Univ Zaragoza, CSIC, Dept Compuestos Organomet, Inst Ciencia Mat Aragon, E-50009 Zaragoza, Spain

Navarro, Rafael
论文数: 0 引用数: 0
h-index: 0
机构: Univ Zaragoza, CSIC, Dept Compuestos Organomet, Inst Ciencia Mat Aragon, E-50009 Zaragoza, Spain

Urriolabeitia, Esteban P.
论文数: 0 引用数: 0
h-index: 0
机构: Univ Zaragoza, CSIC, Dept Compuestos Organomet, Inst Ciencia Mat Aragon, E-50009 Zaragoza, Spain
[3]
Reversible C-F bond formation and the Au-catalyzed hydrofluorination of alkynes
[J].
Akana, Jennifer A.
;
Bhattacharyya, Koyel X.
;
Mueller, Peter
;
Sadighi, Joseph P.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2007, 129 (25)
:7736-+

Akana, Jennifer A.
论文数: 0 引用数: 0
h-index: 0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA MIT, Dept Chem, Cambridge, MA 02139 USA

Bhattacharyya, Koyel X.
论文数: 0 引用数: 0
h-index: 0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA MIT, Dept Chem, Cambridge, MA 02139 USA

Mueller, Peter
论文数: 0 引用数: 0
h-index: 0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA MIT, Dept Chem, Cambridge, MA 02139 USA

Sadighi, Joseph P.
论文数: 0 引用数: 0
h-index: 0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA MIT, Dept Chem, Cambridge, MA 02139 USA
[4]
Gold-catalyzed addition of carbon nucleophiles to propargyl carboxylates
[J].
Amijs, Catelijne H. M.
;
Opez-Carrillo, Veronica
;
Echavarren, Antonio M.
.
ORGANIC LETTERS,
2007, 9 (20)
:4021-4024

Amijs, Catelijne H. M.
论文数: 0 引用数: 0
h-index: 0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain

Opez-Carrillo, Veronica
论文数: 0 引用数: 0
h-index: 0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain

Echavarren, Antonio M.
论文数: 0 引用数: 0
h-index: 0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
[5]
Gold(I)-catalysed arylation of 1,6-enynes: different site reactivity of cyclopropyl gold carbenes
[J].
Amijs, Catelijne H. M.
;
Ferrer, Catalina
;
Echavarren, Antonio M.
.
CHEMICAL COMMUNICATIONS,
2007, (07)
:698-700

Amijs, Catelijne H. M.
论文数: 0 引用数: 0
h-index: 0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain

Ferrer, Catalina
论文数: 0 引用数: 0
h-index: 0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain

Echavarren, Antonio M.
论文数: 0 引用数: 0
h-index: 0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
[6]
The behavior of 1,n-enynes in the presence of transition metals
[J].
Aubert, C
;
Buisine, O
;
Malacria, M
.
CHEMICAL REVIEWS,
2002, 102 (03)
:813-834

Aubert, C
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Paris 06, Lab Chim Organ Synth, F-75252 Paris 05, France Univ Paris 06, Lab Chim Organ Synth, F-75252 Paris 05, France

Buisine, O
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Paris 06, Lab Chim Organ Synth, F-75252 Paris 05, France Univ Paris 06, Lab Chim Organ Synth, F-75252 Paris 05, France

Malacria, M
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Paris 06, Lab Chim Organ Synth, F-75252 Paris 05, France Univ Paris 06, Lab Chim Organ Synth, F-75252 Paris 05, France
[7]
PtBr2-catalyzed consecutive enyne metathesis-aromatization of 1-(1-methoxy-but-3-enyl)-2-(1-alkynyl)benzenes:: Dual role of the Pt catalyst
[J].
Bajracharya, GB
;
Nakamura, I
;
Yamamoto, Y
.
JOURNAL OF ORGANIC CHEMISTRY,
2005, 70 (03)
:892-897

Bajracharya, GB
论文数: 0 引用数: 0
h-index: 0
机构:
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan

Nakamura, I
论文数: 0 引用数: 0
h-index: 0
机构:
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan

Yamamoto, Y
论文数: 0 引用数: 0
h-index: 0
机构:
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
[8]
Catalysts for Suzuki-Miyaura coupling processes: Scope and studies of the effect of ligand structure
[J].
Barder, TE
;
Walker, SD
;
Martinelli, JR
;
Buchwald, SL
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2005, 127 (13)
:4685-4696

Barder, TE
论文数: 0 引用数: 0
h-index: 0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA MIT, Dept Chem, Cambridge, MA 02139 USA

Walker, SD
论文数: 0 引用数: 0
h-index: 0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA MIT, Dept Chem, Cambridge, MA 02139 USA

Martinelli, JR
论文数: 0 引用数: 0
h-index: 0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA MIT, Dept Chem, Cambridge, MA 02139 USA

Buchwald, SL
论文数: 0 引用数: 0
h-index: 0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA MIT, Dept Chem, Cambridge, MA 02139 USA
[9]
Rationale behind the resistance of dialkylbiaryl phosphines toward oxidation by molecular oxygen
[J].
Barder, Timothy E.
;
Buchwald, Stephen L.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2007, 129 (16)
:5096-5101

Barder, Timothy E.
论文数: 0 引用数: 0
h-index: 0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA MIT, Dept Chem, Cambridge, MA 02139 USA

Buchwald, Stephen L.
论文数: 0 引用数: 0
h-index: 0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA MIT, Dept Chem, Cambridge, MA 02139 USA
[10]
Formal alkyne insertion into alkoxycarbene complexes:: Simple access to enantiopure group 6 alkynyl(alkoxy)carbene complexes
[J].
Barluenga, J
;
de la Rúa, RB
;
de Sáa, D
;
Ballesteros, A
;
Tomás, M
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2005, 44 (31)
:4981-4983

Barluenga, J
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain

de la Rúa, RB
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain

de Sáa, D
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain

Ballesteros, A
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain

Tomás, M
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain