Sequential cyclizations of 2-Isothiocyanatobenzonitrile with α-amino-carboxylic esters and acids

被引：9

作者：

Langer, P ^{[1
]}

Bodtke, A ^{[1
]}

机构：

[1] Ernst Moritz Arndt Univ Greifswald, Inst Chem & Biochem, D-17487 Greifswald, Germany

来源：

SYNLETT | 2003年 / 11期

关键词：

amino acids; cyclizations; domino reactions; isothiocyanates; regioselectivity;

D O I：

10.1055/s-2003-41435

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The cyclization of 2-isothiocyanatobenzonitrile with alpha-aminocarboxylic esters and acids afforded a variety of 2-oxo-2,3,5,6-tetrahydro-5-thioxo-imidazo[1,2-c]quinazolines with very good regioselectivity.

引用

页码：1743 / 1745

页数：3

共 50 条

[31] Unnatural amino acids. 3. Aziridinyl ketones from esters and amides of aziridine-2-carboxylic acid
Shtrumfs, B.
Hermane, J.
Kalvinsh, I.
Trapencieris, P.
KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2007, (02): : 220 - 225
[32] Efficient electrochemical deprotection of carboxylic and amino acids from their 2-(hydroxymethyl)-1,3-dithiane (Dim) esters
Barnhurst, LA
Wan, YQ
Kutateladze, AG
ORGANIC LETTERS, 2000, 2 (06) : 799 - 801
[33] SYNTHESIS OF FUNCTIONALIZED AMINO-ACIDS BY RING-OPENING REACTIONS OF ALIPHATICALLY SUBSTITUTED AZIRIDINE-2-CARBOXYLIC ESTERS
LEGTERS, J
WILLEMS, JGH
THIJS, L
ZWANENBURG, B
RECUEIL DES TRAVAUX CHIMIQUES DES PAYS-BAS-JOURNAL OF THE ROYAL NETHERLANDS CHEMICAL SOCIETY, 1992, 111 (02): : 59 - 68
[34] Rhodium-catalyzed cyclizations of pyridyl esters of 2-substituted phenylacetic acids.
Grotjahn, DB
Hoerter, JM
Gustafson, JL
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U336 - U336
[35] RACEMIZATION OF ALPHA-AMINO-ACID ESTERS BY ALIPHATIC-KETONES IN THE PRESENCE OF CARBOXYLIC-ACIDS
BARRY, LG
PUGNIERE, M
CASTRO, B
PREVIERO, A
INTERNATIONAL JOURNAL OF PEPTIDE AND PROTEIN RESEARCH, 1993, 41 (04): : 323 - 325
[36] PREPARATION OF ACTIVE ESTERS OF A CARBOXYLIC-ACID AND SOME N-PROTECTED AMINO-ACIDS
KABLI, RA
RAHMAN, SA
ELTAHIR, AB
JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1985, 62 (09) : 681 - 683
[37] Synthesis of α-amino acids by reaction of aziridine-2-carboxylic acids with carbon nucleophiles
Beresford, Kenneth J. M.
Church, Nicola J.
Young, Douglas W.
ORGANIC & BIOMOLECULAR CHEMISTRY, 2006, 4 (15) : 2888 - 2897
[38] 2,5-dimethylphenacyl esters:: A photoremovable protecting group for carboxylic acids
Zabadal, M
Pelliccioli, AP
Klán, P
Wirz, J
JOURNAL OF PHYSICAL CHEMISTRY A, 2001, 105 (45): : 10329 - 10333
[39] SYNTHESIS OF 2-NITROPHENYL ESTERS OF ORGANIC-ACIDS AND CARBOXYLIC POLYMERS
TSVETKOV, DE
ANDREEV, SM
FONINA, LA
PODGORNOVA, NN
JAKAITE, IK
KALEYS, UO
BIOORGANICHESKAYA KHIMIYA, 1989, 15 (02): : 155 - 158
[40] SYNTHESIS OF CARBOXYLIC ACIDS AND ESTERS FROM CARBON MONOXIDE AND ALKYLNITRATOMERCURY(2) COMPLEXES
DAVIDSON, JM
CHEMICAL COMMUNICATIONS, 1966, (05) : 126 - &

← 1 2 3 4 5 →