Oxidative cyclization-dimerization reaction of 2,3-allenoic acids and 1,2-allenyl ketones:: An efficient synthesis of 4-(3′-furanyl)butenolide derivatives

被引：0

作者：

Ma, SM ^{[1
]}

Yu, ZQ ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2002年 / 41卷 / 10期

关键词：

allenes; butenolides; carboxylic acids; cyclization; dimerization;

D O I：

10.1002/1521-3773(20020517)41:10<1775::AID-ANIE1775>3.0.CO;2-8

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The active Pd11 catalyst in the efficient oxidative cyclization/dimerization reaction between 2,3-allenoic acids 1 and 1,2-allenyl ketones 2 to give 4-(3′-furanyl)-butenolide derivatives 3 may be regenerated from Pd0 after a cyclometalation/protonolysis step in the catalytic cycle.

引用

页码：1775 / +

页数：5

共 50 条

[41] A simple and efficient synthesis of 3,4,5-trisubstituted/N-fused 1,2,4-triazoles via ceric ammonium nitrate catalyzed oxidative cyclization of amidrazones with aldehydes using polyethylene glycol as a recyclable reaction medium
Nakka, Mangarao
Tadikonda, Ramu
Rayavarapu, Srinuvasarao
Sarakula, Prasanthi
Vidavalur, Siddaiah
Synthesis (Germany), 2015, 47 (04) : 517 - 525
[42] REACTION OF SULFENE WITH HETEROCYCLIC N,N-DISUBSTITUTED ALPHA-AMINOMETHYLENE KETONES .4. SYNTHESIS OF 3,4-DIHYDRO-5H-[1]BENZOTHIOPYRANO[3,4-E]-1,2-OXATHIIN AND 2,3,6,7-TETRAHYDRO-5H-THIOPYRANO[3,4-E]-1,2-OXATHIIN DERIVATIVES
SCHENONE, P
MOSTI, L
BIGNARDI, G
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1976, 13 (02) : 225 - 230
[43] An efficient green synthesis of novel 1H-imidazo[1,2-a]imidazole-3-amine and imidazo[2,1-c][1,2,4]triazole-5-amine derivatives via Strecker reaction under controlled microwave heating
Sadek, Kamal Usef
Abdel-Hameed, Afaf Mohamed
Abdelnabi, Hisham A.
Meleigy, Yasser
GREEN PROCESSING AND SYNTHESIS, 2019, 8 (01) : 297 - 301
[44] Reaction of lithium dianions of carboxylic acids with aldehydo- and keto-sugar derivatives, part 2 -: Synthesis of branched-chain sugar derivatives from 1,2;5,6-di-O-isopropylidene-α-D-ribo-hexofuranos-3-ulose and 1,2;4,5-di-O-isopropylidene-β-D-erythro-2-hexulo-pyranos-3-ulose
González, Z
González, A
CARBOHYDRATE RESEARCH, 2000, 329 (04) : 901 - 906
[45] The Reaction of N-Isocyaniminotriphenylphosphorane with Ester Derivatives of 2-Oxopropyl Alcohol (2-Oxopropyl 4-Bromobenzoate, 2-Oxopropyl Benzoate, and 2-Oxopropyl Acetate) in the Presence of Aromatic Carboxylic Acids: A One-Pot Efficient Three-Component Reaction for the Synthesis of Fully Substituted 1,3,4-Oxadiazole Derivatives
Ramazani, Ali
Ahmadi, Yavar
Karimi, Zahra
Rezaei, Aram
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2012, 49 (06) : 1447 - 1451
[46] PYRIDINE-SUBSTITUTED HYDROXYTHIOPHENES .3. DIMERIZATION OF 3-(2-PYRIDYL)THIOPHEN-2(5H)-ONE FROM THE DEMETHYLATION REACTION OF 2-METHOXY-3-(2-PYRIDYL)THIOPHENE - X-RAY STRUCTURE DETERMINATION OF (+/-)-(3R-ASTERISK, 4S-ASTERISK)-3-(2-PYRIDYL)-4-[2-OXO-3-(1,2-DIHYDROPYRIDIN-2-YLIDENE)-2,3-DIHYDROTHIOPHENE-5-YL]-4,5-DIHYDROTHIOPHEN-2(3H)-ONE
ZHANG, YH
HORNFELDT, AB
GRONOWITZ, S
STALHANDSKE, C
ACTA CHEMICA SCANDINAVICA, 1994, 48 (10): : 843 - 849
[47] An efficient synthesis of novel spiro[indole-3,8′-pyrano[2,3-d][1,3,4]thiadiazolo[3,2-a]pyrimidine derivatives via organobase-catalyzed three-component reaction of malononitrile, isatin and heterocyclic-1,3-diones
Hosseini, Saedehsadat
Esmaeili, Abbas Ali
Khojastehnezhad, Amir
Notash, Behrouz
JOURNAL OF SULFUR CHEMISTRY, 2021, 42 (06) : 628 - 644
[48] Pyridine-Substituted Hydroxythiophenes. III. Dimerization of 3-(2-Pyridyl)thiophen-2(5H)-one from the Demethylation Reaction of 2-Methoxy-3-(2-pyridyl)thiophene. X-Ray Structure Determination of ( QQ )-(3R*,4.S*)-3-(2-Pyridyl)-4-[ @2- oxo-3-(1,2-dihydropyridin-2-ylidene)-2,3 - dihydrotiniophen-5-yl]-4,5-dihydrothiophen$MI N@2(3H)- one
Zhang, Y.
Hoernfeldt, A.-B.
Gronowitz, S.
Staalhandske, C.
Acta Chemica Scandinavica, 1994, 4896
[49] Fe3O4@urea/HITh-SO3H as an efficient and reusable catalyst for the solvent-free synthesis of 7-aryl-8H-benzo[h]indeno-[1,2-b]quinoline-8-one and indeno[2′,1′:5,6]pyrido[2,3-d] pyrimidine derivatives
Jiang, Shenghao
Shen, Macheng
Sheylchahmad, Fatima Rashid
OPEN CHEMISTRY, 2020, 18 (01): : 648 - 662
[50] Novel photo-induced oxidative cyclization of 1,3-dimethyl-5-(1-arylmethylidene)pyrimidine-2,4,6(1,3,5H)-triones:: synthesis and properties of areno[5,6]pyrano[2,3-d]pyrimidine-2,4(1,3H)-dionylium ions and their photo-induced autorecycling oxidizing reaction toward some amines
Naya, S
Miyagawa, M
Nitta, M
TETRAHEDRON, 2005, 61 (21) : 4919 - 4930

← 1 2 3 4 5 →