3,4-DISUBSTITUTED FURANS .4. REGIOSPECIFIC CONVERSION OF 3,4-BIS(TRIMETHYLSILYL)FURAN TO 3,4-DISUBSTITUTED FURANS - A NOVEL SUZUKI-TYPE CROSS-COUPLING OF BOROXINES

被引：32

作者：

SONG, ZZ

ZHOU, ZY

MAK, TCW

WONG, HNC

机构：

[1] CHINESE UNIV HONG KONG,DEPT CHEM,SHA TIN,HONG KONG

[2] LANZHOU UNIV,LANZHOU,PEOPLES R CHINA

[3] CHINESE ACAD SCI,CTR ANAL & TESTING,CHENGDU,PEOPLES R CHINA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1993年 / 32卷 / 03期

关键词：

D O I：

10.1002/anie.199304321

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A versatile building block is found in the easily s(trimethylsilyl)furan, which can be converted into boroxine 1 with BCl3 followed by aqueous workup. Subsequent Pd-catalyzed treatment with organic halides furnishes monoorganosilylfuran. Repetition of this reaction sequence affords 3,4-disubstituted furans, which are difficult to obtain by other methods. [GRAPHICS]

引用

页码：432 / 434

页数：3

共 50 条

[1] 3,4-DISUBSTITUTED FURANS .3. LITHIATION OF 3,4-BIS(TRI-N-BUTYLSTANNYL)FURAN - REGIOSPECIFIC SYNTHESIS OF UNSYMMETRICAL 3,4-DISUBSTITUTED FURANS
YANG, Y
WONG, HNC
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (23) : 1723 - 1725
[2] Regiospecific synthesis of 3,4-disubstituted furans .10. Regiospecific synthesis of 3,4-disubstituted furans
Song, ZZ
Wong, HNC
Yang, Y
PURE AND APPLIED CHEMISTRY, 1996, 68 (03) : 723 - 726
[3] REGIOSPECIFIC SYNTHESIS OF 3,4-DISUBSTITUTED FURANS .7. SYNTHESIS AND REACTIONS OF 3,4-BIS(TRIMETHYLSILYL)FURAN - DIELS-ALDER CYCLOADDITION, FRIEDEL-CRAFTS ACYLATION, AND REGIOSPECIFIC CONVERSION TO 3,4-DISUBSTITUTED FURANS
SONG, ZZ
HO, MS
WONG, HNC
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (14): : 3917 - 3926
[4] 3,4-BIS(TRIBUTYLSTANNYL)FURAN - A VERSATILE BUILDING BLOCK FOR THE REGIOSPECIFIC SYNTHESIS OF 3,4-DISUBSTITUTED FURANS
YANG, Y
WONG, HNC
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (08) : 656 - 658
[5] 3,4-DISUBSTITUTED FURANS .5. REGIOSPECIFIC MONO-IPSO-IODINATION OF 3,4-BIS(TRIMETHYLSILYL)FURAN AND REGIOSPECIFIC IPSO-IODINATION OF TRIS[(4-ALKYL OR 4-ARYL)FURAN-3-YL]BOROXINES TO 4-SUBSTITUTED 3-(TRIMETHYLSILYL)FURANS AND UNSYMMETRICAL 3,4-DISUBSTITUTED FURANS
SONG, ZZ
WONG, HNC
LIEBIGS ANNALEN DER CHEMIE, 1994, (01): : 29 - 34
[6] Regiospecific synthesis of 3,4-disubstituted furans and thiophenes
Ye, XS
Yu, P
Wong, HNC
LIEBIGS ANNALEN-RECUEIL, 1997, (03): : 459 - 466
[7] REGIOSPECIFIC SYNTHESIS OF 3,4-DISUBSTITUTED FURANS .8. REGIOSPECIFIC SYNTHESIS OF 3,4-DISUBSTITUTED FURANS AND 3-SUBSTITUTED FURANS USING 3,4-BIS(TRI-N-BUTYLSTANNYL)FURAN AND 3-(TRI-N-BUTYLSTANNYL)FURAN AS BUILDING-BLOCKS
YANG, Y
WONG, HNC
TETRAHEDRON, 1994, 50 (32) : 9583 - 9608
[8] DIENE AND RETRODIENE REACTIONS OF ELECTRONEGATIVELY 3,4-DISUBSTITUTED FURANS
WEIS, CD
JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (10): : 3520 - &
[9] Synthetic applications of 3,4-bis(trimethylsilyl)thiophene: Unsymmetrically 3,4-disubstituted thiophenes and 3,4-didehydrothiophene
Ye, XS
Wong, HNC
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (07): : 1940 - 1954
[10] Regiospecific synthesis of 3,4-disubstituted thiophenes
Ye, XS
Wong, HNC
CHEMICAL COMMUNICATIONS, 1996, (03) : 339 - 340

← 1 2 3 4 5 →