Transition metal-catalyzed cross-coupling of 1,4-diiodobutadienes with thiols - A novel route to 1,4-bis(R-sulfanyl)buta-1,3-dienes

被引：12

作者：

Trostyanskaya, I. G. ^{[1
]}

Maslova, E. N. ^{[1
]}

Kazankova, M. A. ^{[1
]}

Beletskaya, I. P. ^{[1
]}

机构：

[1] Moscow MV Lomonosov State Univ, Fac Chem, Moscow 119992, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 44卷 / 01期

关键词：

D O I：

10.1134/S1070428008010028

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cross-coupling of 1,4-diiodobuta-1,3-dienes with thiols in the presence of Pd, Ni, and Cu complexes gives 1,4-bis[aryl(alkyl)sulfanyl]buta-1,3-dienes in high yields.

引用

页码：24 / 30

页数：7

共 64 条

[1] THIOETHERS FROM HALOGEN COMPOUNDS AND CUPROUS MERCAPTIDES .2. [J].

ADAMS, R ;

FERRETTI, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (18) :4927-4931

[2] A convenient and direct route to phosphinoalkynes via copper-catalyzed cross-coupling of terminal alkynes with chlorophosphanes [J].

Afanasiev, VV ;

Beletskaya, IP ;

Kazankova, MA ;

Efimova, IV ;

Antipin, MU .

SYNTHESIS-STUTTGART, 2003, (18) :2835-2838

[3] Efficient and convenient synthesis of β-vinyl sulfides in nickel-catalyzed regioselective addition of thiols to terminal alkynes under solvent-free conditions [J].

Ananikov, VP ;

Orlov, NV ;

Beletskaya, IP .

ORGANOMETALLICS, 2006, 25 (08) :1970-1977

[4]

[Anonymous], 1972, Inorg. Synth, DOI DOI 10.1002/9780470132449.CH23

[5] Copper-catalyzed synthesis of vinyl sulfides [J].

Bates, CG ;

Saejueng, P ;

Doherty, MQ ;

Venkataraman, D .

ORGANIC LETTERS, 2004, 6 (26) :5005-5008

[6] Copper in cross-coupling reactions - The post-Ullmann chemistry [J].

Beletskaya, IP ;

Cheprakov, AV .

COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) :2337-2364

[7] New approach to phosphinoalkynes based on Pd- and Ni-catalyzed cross-coupling of terminal alkynes with chlorophosphanes [J].

Beletskaya, IP ;

Afanasiev, VV ;

Kazankova, MA ;

Efimova, IV .

ORGANIC LETTERS, 2003, 5 (23) :4309-4311

[8] NOVEL 1,2-DITHIINS - SYNTHESIS, MOLECULAR MODELING STUDIES, AND ANTIFUNGAL ACTIVITY [J].

BIERER, DE ;

DENER, JM ;

DUBENKO, LG ;

GERBER, RE ;

LITVAK, J ;

PETERLI, S ;

PETERLIROTH, P ;

TRUONG, TV ;

MAO, GH ;

BAUER, BE .

JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (14) :2628-2648

[9] PALLADIUM - CATALYZED-REACTIONS OF TRIALKYLSTANNYL PHENYL SULFIDES WITH ALKENYL BROMIDES - A NEW DIASTEREOSELECTIVE SYNTHESIS OF (E)-1-ALKENYL PHENYL SULFIDES [J].

CARPITA, A ;

ROSSI, R ;

SCAMUZZI, B .

TETRAHEDRON LETTERS, 1989, 30 (20) :2699-2702

[10] THE COMPLEX NATURE OF THE MECHANISM OF TOXICITY OF ANTIBIOTIC DITHIACYCLOHEXADIENE POLYINES (THIARUBRINES) FROM THE ASTERACEAE [J].

CONSTABEL, CP ;

TOWERS, GHN .

PLANTA MEDICA, 1989, (01) :35-37

← 1 2 3 4 5 6 7 →