CHAIN EXTENSION REACTIONS OF ACETYLENES .3. 1,3-DISUBSTITUTION REACTIONS OF PROPYNE, CONJUGATE ADDITION-REACTIONS OF ACETYLIDES, AND FURTHER REACTIONS OF 1,3-DILITHIOACETYLENES WITH 2 DIFFERENT ELECTROPHILES

被引：17

作者：

BHANU, S ^{[1
]}

SCHEINMANN, F ^{[1
]}

机构：

[1] UNIV SALFORD,RAMAGE LABS,DEPT CHEM & APPL CHEM,SALFORD M5 4WT,LANCASHIRE,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 05期

关键词：

D O I：

10.1039/p19790001218

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

'One-pot' linear chain extensions at both termini of propyne are described. 1,3-Dilithiopropyne reacts regioselectively first at C-3 with 1-bromobutane then at C-1 with electrophiles such as iodine, benzylideneacetophenone, 1,10-dibromodecane, and 1-bromobutane. Preparations of prop-2-yn-1-ol derivatives are also described.

引用

页码：1218 / 1221

页数：4

共 23 条

[1] BECKER JY, 1972, ISRAEL J CHEM, V10, P827
[2] BECKMANN W, 1975, SYNTHESIS-STUTTGART, P423
[3] BHANU S, 1976, J CHEM SOC PERK T 1, P1609, DOI 10.1039/p19760001609
[4] NATURAL ACETYLENES .32. SYNTHESIS OF CREPENYNIC ACID - (OCTADEC-9-EN-12-YNOIC ACID)
BRADSHAW, RW
DAY, AC
JONES, ERH
PAGE, CB
THALLER, V
[J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (06): : 1156 - &
[5] BRANDSMA L, 1973, RECL TRAV CHIM PAY B, V92, P628
[6] BRANDSMA L, 1971, PREPARATIVE ACETYLEN, P99
[7] METALATION OF 1-BUTYNE AND 1,2-BUTADIENE WITH EXCESS BUTYLLITHIUM
EBERLY, KC
ADAMS, HE
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1965, 3 (02) : 165 - &
[8] GAUDEMARIS MD, 1962, B SOC CHIM FR, P315
[9] PREPARATION AND PHYSICAL CONSTANTS OF ACETYLENIC COMPOUNDS
HENNE, AL
GREENLEE, KW
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1945, 67 (03) : 484 - 485
[10] REACTION OF DIETHYLALKYNYLALANE REAGENTS WITH CONJUGATED ENONES - METHOD FOR 1,4 ADDITION OF ACETEYLENE UNITS TO SIMPLE ALPHA,BETA-UNSATURATED KETONES
HOOZ, J
LAYTON, RB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (26) : 7320 - &

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