A new complex of palladium-thiourea and carbon tetrabromide catalyzed carbonylative annulation of o-hydroxylarylacetylenes:: Efficient new synthetic technology for the synthesis of 2,3-disubstituted benzo[b]furans

被引：150

作者：

Nan, Y ^{[1
]}

Miao, H ^{[1
]}

Yang, Z ^{[1
]}

机构：

[1] Harvard Univ, Harvard Inst Chem & Cell Biol, Boston, MA 02115 USA

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 03期

关键词：

D O I：

10.1021/ol991327b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A highly effective cocatalysis system (Pdl(2)-thiourea and CBr4) was developed for carbonylative cyclization of bath electron-rich and electron-deficient o-hydroxylarylacetylenes to the corresponding methyl benzo[b]furan-3-carboxylates.

引用

页码：297 / 299

页数：3

共 35 条

[1] 2-SUBSTITUTED-3-ACYLINDOLES THROUGH THE PALLADIUM-CATALYZED CARBONYLATIVE CYCLIZATION OF 2-ALKYNYLTRIFLUOROACETANILIDES WITH ARYL HALIDES AND VINYL TRIFLATES
ARCADI, A
CACCHI, S
CARNICELLI, V
MARINELLI, F
[J]. TETRAHEDRON, 1994, 50 (02) : 437 - 452
[2] BACKVALL JE, 1987, J AM CHEM SOC, V109, P4750
[3] Cagniant P., 1975, Adv. Heterocycl. Chem., V18, P337, DOI DOI 10.1016/S0065-2725(08)60132-4
[4] CARTER GA, 1978, ANN APPL BIOL, V88, P57, DOI 10.1111/j.1744-7348.1978.tb00679.x
[5] PALLADIUM CATALYZED OXIDATION OF PRIMARY AND SECONDARY ALCOHOLS UNDER SOLID-LIQUID PHASE-TRANSFER CONDITIONS
CHOUDARY, BM
REDDY, NP
KANTAM, ML
JAMIL, Z
[J]. TETRAHEDRON LETTERS, 1985, 26 (50) : 6257 - 6258
[6] Colquhoun H. M., 1991, CARBONYLATION DIRECT
[7] A SIMPLE AND CONVENIENT METHOD FOR CLEAVAGE OF SILYL ETHERS
CORT, AD
[J]. SYNTHETIC COMMUNICATIONS, 1990, 20 (05) : 757 - 760
[8] DAVIES W, 1957, CHEM IND-LONDON, P599
[9] Felder CC, 1998, J PHARMACOL EXP THER, V284, P291
[10] COMBINED OXIDATIVE AND REDUCTIVE CARBONYLATION OF TERMINAL ALKYNES WITH PALLADIUM IODIDE-THIOUREA CATALYSTS
GABRIELE, B
SALERNO, G
COSTA, M
CHIUSOLI, GP
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1995, 503 (01) : 21 - 28

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