AN EASY SYNTHESIS OF ALPHA-CHLORO-ALPHA'-BROMO OR ALPHA,ALPHA'-DICHLORO KETONES

被引：9

作者：

BARLUENGA, J ^{[1
]}

LLAVONA, L ^{[1
]}

CONCELLON, JM ^{[1
]}

YUS, M ^{[1
]}

机构：

[1] UNIV ALICANTE,FAC CIENCIAS,DIV QUIM ORGAN,E-03690 ALICANTE,SPAIN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 02期

关键词：

D O I：

10.1039/p19900000417

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of α-chloro or α-bromo carboxylic acid esters (1) with in situ-generated chloromethyllithium (1:1.5 molar ratio) at -78°C in the presence of lithium bromide leads, after hydrolysis, to the corresponding α,α′-dichloro or α-chloro-α′-bromo ketones (2), respectively.

引用

页码：417 / 417

页数：1

共 9 条

[1] METHYLENATION OF CARBONYL-COMPOUNDS USING CHLOROMETHYL-LITHIUM - A NEW METHOD FOR TERMINAL AND EXOCYCLIC OLEFINS
BARLUENGA, J
FERNANDEZSIMON, JL
CONCELLON, JM
YUS, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (22) : 1665 - 1665
[2] FACILE ONE-POT TRANSFORMATION OF CARBOXYLIC-ACID CHLORIDES INTO 2-SUBSTITUTED ALLYL ALCOHOLS
BARLUENGA, J
CONCELLON, JM
FERNANDEZSIMON, JL
YUS, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (08) : 536 - 537
[3] BARLUENGA J, 1987, SYNTHESIS-STUTTGART, P584
[4] BETA-OXIDOFUNCTIONALIZED ORGANOLITHIUM INTERMEDIATES FROM KETONES - A SIMPLE NEW ACCESS
BARLUENGA, J
FERNANDEZSIMON, JL
CONCELLON, JM
YUS, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (12) : 915 - 916
[5] FACILE ONE-POT TRANSFORMATION OF CARBOXYLIC-ACID CHLORIDES INTO 2-SUBSTITUTED ALLYL ALCOHOLS OR EPICHLOROHYDRINS
BARLUENGA, J
FERNANDEZSIMON, JL
CONCELLON, JM
YUS, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (01): : 77 - 80
[6] REACTION OF ORGANOMETALLIC REAGENTS WITH ETHYL TRIFLUOROACETATE AND DIETHYL OXALATE - FORMATION OF TRIFLUOROMETHYL KETONES AND ALPHA-KETO ESTERS VIA STABLE TETRAHEDRAL ADDUCTS
CREARY, X
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (22) : 5026 - 5030
[7] FAVORSKII-TYPE REARRANGEMENT OF ALPHA,ALPHA'-DIHALO KETONES WITH SODIOMALONATES LEADING TO CONJUGATED ENONE DERIVATIVES
SAKAI, T
ISHIKAWA, M
AMANO, E
UTAKA, M
TAKEDA, A
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1987, 60 (06) : 2295 - 2297
[8] WARING A, 1979, COMPREHENSIVE ORGANI, V1, P1091
[9] 1977, METHODEN ORGANISCHEN, V7, P2145

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