共 53 条
Selectivity in multiple multicomponent reactions: types and synthetic applications
被引:45
作者:

论文数: 引用数:
h-index:
机构:

论文数: 引用数:
h-index:
机构:

Lavilla, Rodolfo
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Barcelona, Lab Med Chem, Fac Pharm & Food Sci, Av Joan 23,27-31, E-08028 Barcelona, Spain
Univ Barcelona, Inst Biomed IBUB, Av Joan 23,27-31, E-08028 Barcelona, Spain Univ Barcelona, Lab Med Chem, Fac Pharm & Food Sci, Av Joan 23,27-31, E-08028 Barcelona, Spain
机构:
[1] Univ Barcelona, Lab Med Chem, Fac Pharm & Food Sci, Av Joan 23,27-31, E-08028 Barcelona, Spain
[2] Univ Barcelona, Inst Biomed IBUB, Av Joan 23,27-31, E-08028 Barcelona, Spain
[3] Univ Bologna, Dept Pharm & Biotechnol FaBiT, Via Belmeloro 6, I-40126 Bologna, Italy
来源:
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
|
2019年
/
15卷
关键词:
isocyanides;
multicomponent reactions;
reaction discovery;
selectivity;
BUILDING-BLOCKS;
UGI REACTIONS;
MACROCYCLIZATIONS;
LIBRARY;
ACID;
POLYMERIZATION;
ISOCYANIDES;
PHASE;
UNION;
CAGES;
D O I:
10.3762/bjoc.15.46
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
Multiple multicomponent reactions reach an unparalleled level of connectivity, leading to highly complex adducts. Usually, only one type of transformation involving the same set of reactants takes place. However, in some occasions this is not the case. Selectivity issues then arise, and different scenarios are analyzed. The structural pattern of the reactants, the reaction design and the experimental conditions are the critical factors dictating selectivity in these processes.
引用
收藏
页码:521 / 534
页数:14
相关论文
共 53 条
[31]
Architectural Chemistry: Synthesis of Topologically Diverse Macromulticycles by Sequential Multiple Multicomponent Macrocyclizations
[J].
Rivera, Daniel G.
;
Wessjohann, Ludger A.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2009, 131 (10)
:3721-3732

Rivera, Daniel G.
论文数: 0 引用数: 0
h-index: 0
机构:
Leibniz Inst Plant Biochem, Dept Bioorgan Chem, Weinberg 3, D-06120 Halle, Germany
Univ Havana, Fac Chem, Ctr Nat Prod Study, Havana 10400, Cuba Leibniz Inst Plant Biochem, Dept Bioorgan Chem, Weinberg 3, D-06120 Halle, Germany

Wessjohann, Ludger A.
论文数: 0 引用数: 0
h-index: 0
机构:
Leibniz Inst Plant Biochem, Dept Bioorgan Chem, Weinberg 3, D-06120 Halle, Germany Leibniz Inst Plant Biochem, Dept Bioorgan Chem, Weinberg 3, D-06120 Halle, Germany
[32]
Synthesis of polycyclic spiroindolines by highly diastereoselective interrupted Ugi cascade reactions of 3-(2-isocyanoethyl)indoles
[J].
Saya, Jordy M.
;
Oppelaar, Barry
;
Cioc, Razvan C.
;
van der Heijden, Gydo
;
Vande Velde, Christophe M. L.
;
Orrua, Romano V. A.
;
Ruijter, Eelco
.
CHEMICAL COMMUNICATIONS,
2016, 52 (84)
:12482-12485

Saya, Jordy M.
论文数: 0 引用数: 0
h-index: 0
机构:
Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, De Boelelaan 1108, NL-1081 HZ Amsterdam, Netherlands
Vrije Univ Amsterdam, Amsterdam Inst Mol Med & Syst AIMMS, De Boelelaan 1108, NL-1081 HZ Amsterdam, Netherlands Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, De Boelelaan 1108, NL-1081 HZ Amsterdam, Netherlands

Oppelaar, Barry
论文数: 0 引用数: 0
h-index: 0
机构:
Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, De Boelelaan 1108, NL-1081 HZ Amsterdam, Netherlands
Vrije Univ Amsterdam, Amsterdam Inst Mol Med & Syst AIMMS, De Boelelaan 1108, NL-1081 HZ Amsterdam, Netherlands Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, De Boelelaan 1108, NL-1081 HZ Amsterdam, Netherlands

Cioc, Razvan C.
论文数: 0 引用数: 0
h-index: 0
机构:
Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, De Boelelaan 1108, NL-1081 HZ Amsterdam, Netherlands
Vrije Univ Amsterdam, Amsterdam Inst Mol Med & Syst AIMMS, De Boelelaan 1108, NL-1081 HZ Amsterdam, Netherlands Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, De Boelelaan 1108, NL-1081 HZ Amsterdam, Netherlands

van der Heijden, Gydo
论文数: 0 引用数: 0
h-index: 0
机构:
Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, De Boelelaan 1108, NL-1081 HZ Amsterdam, Netherlands
Vrije Univ Amsterdam, Amsterdam Inst Mol Med & Syst AIMMS, De Boelelaan 1108, NL-1081 HZ Amsterdam, Netherlands Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, De Boelelaan 1108, NL-1081 HZ Amsterdam, Netherlands

Vande Velde, Christophe M. L.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Antwerp, Adv Reactor Technol, Fac Appl Engn, Groenenborgerlaan 171, B-2020 Antwerp, Belgium Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, De Boelelaan 1108, NL-1081 HZ Amsterdam, Netherlands

Orrua, Romano V. A.
论文数: 0 引用数: 0
h-index: 0
机构:
Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, De Boelelaan 1108, NL-1081 HZ Amsterdam, Netherlands
Vrije Univ Amsterdam, Amsterdam Inst Mol Med & Syst AIMMS, De Boelelaan 1108, NL-1081 HZ Amsterdam, Netherlands Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, De Boelelaan 1108, NL-1081 HZ Amsterdam, Netherlands

论文数: 引用数:
h-index:
机构:
[33]
Synthesis of Conformationally Constrained Peptidomimetics using Multicomponent Reactions
[J].
Scheffelaar, Rachel
;
Nijenhuis, Roel A. Klein
;
Paravidino, Monica
;
Lutz, Martin
;
Spek, Anthony L.
;
Ehlers, Andreas W.
;
de Kanter, Frans J. J.
;
Groen, Marinus B.
;
Orru, Romano V. A.
;
Ruijter, Eelco
.
JOURNAL OF ORGANIC CHEMISTRY,
2009, 74 (02)
:660-668

Scheffelaar, Rachel
论文数: 0 引用数: 0
h-index: 0
机构:
Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, NL-1081 HV Amsterdam, Netherlands Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, NL-1081 HV Amsterdam, Netherlands

Nijenhuis, Roel A. Klein
论文数: 0 引用数: 0
h-index: 0
机构:
Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, NL-1081 HV Amsterdam, Netherlands Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, NL-1081 HV Amsterdam, Netherlands

Paravidino, Monica
论文数: 0 引用数: 0
h-index: 0
机构:
Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, NL-1081 HV Amsterdam, Netherlands Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, NL-1081 HV Amsterdam, Netherlands

Lutz, Martin
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Utrecht, Bijvoet Ctr Biomol Res Crystal & Struct Chem, NL-3584 CH Utrecht, Netherlands Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, NL-1081 HV Amsterdam, Netherlands

Spek, Anthony L.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Utrecht, Bijvoet Ctr Biomol Res Crystal & Struct Chem, NL-3584 CH Utrecht, Netherlands Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, NL-1081 HV Amsterdam, Netherlands

Ehlers, Andreas W.
论文数: 0 引用数: 0
h-index: 0
机构:
Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, NL-1081 HV Amsterdam, Netherlands Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, NL-1081 HV Amsterdam, Netherlands

de Kanter, Frans J. J.
论文数: 0 引用数: 0
h-index: 0
机构:
Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, NL-1081 HV Amsterdam, Netherlands Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, NL-1081 HV Amsterdam, Netherlands

Groen, Marinus B.
论文数: 0 引用数: 0
h-index: 0
机构:
Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, NL-1081 HV Amsterdam, Netherlands Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, NL-1081 HV Amsterdam, Netherlands

Orru, Romano V. A.
论文数: 0 引用数: 0
h-index: 0
机构:
Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, NL-1081 HV Amsterdam, Netherlands Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, NL-1081 HV Amsterdam, Netherlands

Ruijter, Eelco
论文数: 0 引用数: 0
h-index: 0
机构:
Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, NL-1081 HV Amsterdam, Netherlands Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, NL-1081 HV Amsterdam, Netherlands
[34]
Three Novel Sequential Reactions for the Facile Synthesis of a Library of Bisheterocycles Possessing the the 3-Aminoimidazo[1,2-a]pyridine Core Catalyzed by Bismuth(III) Chloride
[J].
Shahrisa, Aziz
;
Esmati, Somayeh
.
SYNLETT,
2013, 24 (05)
:595-602

Shahrisa, Aziz
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Tabriz, Dept Organ & Biochem, Fac Chem, Tabriz 5166614766, Iran Univ Tabriz, Dept Organ & Biochem, Fac Chem, Tabriz 5166614766, Iran

Esmati, Somayeh
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Tabriz, Dept Organ & Biochem, Fac Chem, Tabriz 5166614766, Iran Univ Tabriz, Dept Organ & Biochem, Fac Chem, Tabriz 5166614766, Iran
[35]
Room Temperature One-Step Conversion from Elemental Sulfur to Functional Polythioureas through Catalyst-Free Multicomponent Polymerizations
[J].
Tian, Tian
;
Hu, Rongrong
;
Tang, Ben Zhong
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2018, 140 (19)
:6156-6163

Tian, Tian
论文数: 0 引用数: 0
h-index: 0
机构:
South China Univ Technol, Ctr Aggregat Induced Emiss, State Key Lab Luminescent Mat & Devices, Guangzhou 510640, Guangdong, Peoples R China South China Univ Technol, Ctr Aggregat Induced Emiss, State Key Lab Luminescent Mat & Devices, Guangzhou 510640, Guangdong, Peoples R China

Hu, Rongrong
论文数: 0 引用数: 0
h-index: 0
机构:
South China Univ Technol, Ctr Aggregat Induced Emiss, State Key Lab Luminescent Mat & Devices, Guangzhou 510640, Guangdong, Peoples R China South China Univ Technol, Ctr Aggregat Induced Emiss, State Key Lab Luminescent Mat & Devices, Guangzhou 510640, Guangdong, Peoples R China

Tang, Ben Zhong
论文数: 0 引用数: 0
h-index: 0
机构:
South China Univ Technol, Ctr Aggregat Induced Emiss, State Key Lab Luminescent Mat & Devices, Guangzhou 510640, Guangdong, Peoples R China
Hong Kong Univ Sci & Technol, Chinese Natl Engn Res Ctr Tissue Restorat & Recon, Hong Kong Branch, Dept Chem, Kowloon, Hong Kong, Peoples R China South China Univ Technol, Ctr Aggregat Induced Emiss, State Key Lab Luminescent Mat & Devices, Guangzhou 510640, Guangdong, Peoples R China
[36]
Molecular libraries in liquid phase via UGI-MCR
[J].
Ugi, I
;
Goebel, M
;
Gruber, B
;
Heilingbrunner, M
;
Heiss, C
;
Horl, W
;
Kern, O
;
Starnecker, M
;
Domling, A
.
RESEARCH ON CHEMICAL INTERMEDIATES,
1996, 22 (07)
:625-644

Ugi, I
论文数: 0 引用数: 0
h-index: 0
机构: Inst. F. Org. Chemie und Biochemie, TU München, D-85747 Garching

Goebel, M
论文数: 0 引用数: 0
h-index: 0
机构: Inst. F. Org. Chemie und Biochemie, TU München, D-85747 Garching

Gruber, B
论文数: 0 引用数: 0
h-index: 0
机构: Inst. F. Org. Chemie und Biochemie, TU München, D-85747 Garching

Heilingbrunner, M
论文数: 0 引用数: 0
h-index: 0
机构: Inst. F. Org. Chemie und Biochemie, TU München, D-85747 Garching

Heiss, C
论文数: 0 引用数: 0
h-index: 0
机构: Inst. F. Org. Chemie und Biochemie, TU München, D-85747 Garching

Horl, W
论文数: 0 引用数: 0
h-index: 0
机构: Inst. F. Org. Chemie und Biochemie, TU München, D-85747 Garching

Kern, O
论文数: 0 引用数: 0
h-index: 0
机构: Inst. F. Org. Chemie und Biochemie, TU München, D-85747 Garching

Starnecker, M
论文数: 0 引用数: 0
h-index: 0
机构: Inst. F. Org. Chemie und Biochemie, TU München, D-85747 Garching

Domling, A
论文数: 0 引用数: 0
h-index: 0
机构: Inst. F. Org. Chemie und Biochemie, TU München, D-85747 Garching
[37]
FROM ISOCYANIDES VIA 4-COMPONENT CONDENSATIONS TO ANTIBIOTIC SYNTHESES
[J].
UGI, I
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
1982, 21 (11)
:810-819

UGI, I
论文数: 0 引用数: 0
h-index: 0
[38]
Ugi reactions with trifunctional alpha-amino acids, aldehydes, isocyanides and alcohols.
[J].
Ugi, I
;
Demharter, A
;
Horl, W
;
Schmid, T
.
TETRAHEDRON,
1996, 52 (35)
:11657-11664

Ugi, I
论文数: 0 引用数: 0
h-index: 0
机构: Lehrst. Für Organische Chemie, Lichtenbergstraße 4

Demharter, A
论文数: 0 引用数: 0
h-index: 0
机构: Lehrst. Für Organische Chemie, Lichtenbergstraße 4

Horl, W
论文数: 0 引用数: 0
h-index: 0
机构: Lehrst. Für Organische Chemie, Lichtenbergstraße 4

Schmid, T
论文数: 0 引用数: 0
h-index: 0
机构: Lehrst. Für Organische Chemie, Lichtenbergstraße 4
[39]
Formation of 1,1′-iminodicarboxylic acid derivatives, 2,6-diketo-piperazine and dibenzodiazocine-2,6-dione by variations of multicomponent reactions
[J].
Ugi, IK
;
Ebert, B
;
Hörl, W
.
CHEMOSPHERE,
2001, 43 (01)
:75-81

Ugi, IK
论文数: 0 引用数: 0
h-index: 0
机构:
Tech Univ, Lehrstuhl Organ Chem & Biochem 1, D-85747 Garching, Germany Tech Univ, Lehrstuhl Organ Chem & Biochem 1, D-85747 Garching, Germany

Ebert, B
论文数: 0 引用数: 0
h-index: 0
机构:
Tech Univ, Lehrstuhl Organ Chem & Biochem 1, D-85747 Garching, Germany Tech Univ, Lehrstuhl Organ Chem & Biochem 1, D-85747 Garching, Germany

Hörl, W
论文数: 0 引用数: 0
h-index: 0
机构:
Tech Univ, Lehrstuhl Organ Chem & Biochem 1, D-85747 Garching, Germany Tech Univ, Lehrstuhl Organ Chem & Biochem 1, D-85747 Garching, Germany
[40]
Design and synthesis of cyclic RGD pentapeptoids by consecutive Ugi reactions
[J].
Vercillo, Otilie E.
;
Andrade, Carlos Kleber Z.
;
Wessjohann, Ludger A.
.
ORGANIC LETTERS,
2008, 10 (02)
:205-208

Vercillo, Otilie E.
论文数: 0 引用数: 0
h-index: 0
机构:
Leibniz Inst Plant Biochem, Dept Bioorgan Chem, D-06120 Halle, Germany
Univ Brasilia, Inst Quim, Lab Quim Metodol & Organ Sintet, BR-70910970 Brasilia, DF, Brazil Leibniz Inst Plant Biochem, Dept Bioorgan Chem, D-06120 Halle, Germany

Andrade, Carlos Kleber Z.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Brasilia, Inst Quim, Lab Quim Metodol & Organ Sintet, BR-70910970 Brasilia, DF, Brazil Leibniz Inst Plant Biochem, Dept Bioorgan Chem, D-06120 Halle, Germany

Wessjohann, Ludger A.
论文数: 0 引用数: 0
h-index: 0
机构:
Leibniz Inst Plant Biochem, Dept Bioorgan Chem, D-06120 Halle, Germany Leibniz Inst Plant Biochem, Dept Bioorgan Chem, D-06120 Halle, Germany