Reactions of atomic carbon with acyl chlorides

被引：1

作者：

Herrick, Daniel B. ^{[1
]}

Thamattoor, Dasan M. ^{[1
]}

Shevlin, Philip B. ^{[2
]}

机构：

[1] Colby Coll, Dept Chem, Waterville, ME 04901 USA

[2] Auburn Univ, Dept Chem, Auburn, AL 36849 USA

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 42期

关键词：

D O I：

10.1016/j.tetlet.2008.07.105

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reactions of arc-generated carbon atoms with acyl chlorides proceed by two distinct mechanistic pathways depending on the nature of the alkyl group in the substrate. Acetyl chloride affords vinyl chloride from the putative chloromethylcarbene produced by deoxygenation, whereas pivaloyl chloride gives t-butyl chloride as the predominant product via a chain reaction from the initially generated pivaloyl radical. When the alkyl group is isopropyl, both pathways are implicated. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：6036 / 6038

页数：3

共 50 条

[1] REACTIONS OF AROLYMETHYLENETRIPHENYLPHOSPHORANES WITH ACYL CHLORIDES
DOMBROVS.AV
LISTVAN, VN
GRIGOREN.AA
SHEVCHUK, MI
JOURNAL OF GENERAL CHEMISTRY USSR, 1966, 36 (08): : 1428 - &
[2] REACTIONS OF BIFUNCTIONAL ACYL CHLORIDES WITH SILYLATED DIAMINOSULFANES
NEIDLEIN, R
LEHR, W
CHEMISCHE BERICHTE-RECUEIL, 1981, 114 (01): : 80 - 85
[3] Taming diamines and acyl chlorides by carbon dioxide in selective mono-acylation reactions
Lauridsen, Jerik Mathew Valera
Poderyte, Margarita
Lee, Ji-Woong
GREEN CHEMISTRY, 2023, 25 (04) : 1332 - 1338
[4] KINETICS OF REACTIONS OF ACYL CHLORIDES .2. MECHANISMS OF HYDROLYSIS OF SULFONYL CHLORIDES
HALL, HK
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (07) : 1450 - 1454
[5] CHEMILUMINESCENCE IN REACTIONS BETWEEN ACYL CHLORIDES AND AMINES AND KETONES
ENTEKIS, SG
SHLYAPINTON, VY
KARPUKHIN, ON
NESTEROV, OV
ZHURNAL FIZICHESKOI KHIMII, 1960, 34 (07): : 1651 - 1651
[6] REACTIONS OF ACYL CHLORIDES TRIETHYLAMINE OR KETENES WITH PHOSGENIMINIUM SALTS
VIEHE, HG
LECLEF, B
ELGAVI, A
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1977, 16 (03): : 182 - 182
[7] REACTIONS OF 2-PYRIMIDINYL PHOSPHITES WITH ACYL CHLORIDES
GINIYATULLINA, MA
PODZIGUN, GI
REZNIK, VS
BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1985, 34 (11): : 2416 - 2418
[8] α-amidoalkylation reactions and oxidation of adducts of benzimidazoles and acyl chlorides
Venkov, AP
Statkova-Abeghe, S
SYNTHETIC COMMUNICATIONS, 1998, 28 (10) : 1857 - 1864
[9] Reactions of an Isolable Dialkylgermylene with Acyl Chlorides Forming Acyl(chloro)germanes and Diacylgermanes
Zhu, Huaiyuan
Wei, Ningka
Li, Zhifang
Yang, Ban
Xiao, Xu-Qiong
Lai, Guoqiao
Kira, Mitsuo
ORGANOMETALLICS, 2019, 38 (09) : 1955 - 1962
[10] REACTIONS OF POLYFLUOROAROMATIC ORGANOZINC COMPOUNDS WITH ACYL CHLORIDES AND DMF
Vinogradov, Andrei S.
Krasnov, Vyacheslav I.
Platonov, Vyacheslav E.
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 2008, 73 (12) : 1623 - 1630

← 1 2 3 4 5 →