One‐Step Synthesis of Acylboron Compounds via Copper‐Catalyzed Carbonylative Borylation of Alkyl Halides**

2020 ◽  
Author(s):  
Li‐Jie Cheng ◽  
Siling Zhao ◽  
Neal P. Mankad
Keyword(s):  
Alkyl Halides ◽  
One Step

One-step conversion of protected alcohols into alkyl halides using dimethylphosgeniminium salt

1997 ◽  
Vol 38 (20) ◽  
pp. 3517-3520 ◽  
Author(s):  
T. Schlama ◽  
V. Gouverneur ◽  
C. Mioskowski
Keyword(s):  
Alkyl Halides ◽  
One Step

scholarly journals One-Step Synthesis of Acylboron Compounds via Cu-Catalyzed Carbonylative Borylation of Alkyl Halides

2020 ◽  
Author(s):  
Cheng Li-Jie ◽  
Zhao Siling ◽  
Neal Mankad
Keyword(s):  
Alkyl Halides ◽  
Efficient Synthesis ◽  
Mechanistic Studies ◽  
Acyl Halide ◽  
Reaction Conditions ◽  
One Pot ◽  
One Step ◽  
High Yields ◽  
Tertiary Alkyl

A Cu-catalyzed carbonylative borylation of unactivated alkyl halides has been developed, enabling efficient synthesis of aliphatic potassium acyltrifluoroborates (KATs) in high yields by treating the in-situ formed tetracoordinated acylboron intermediates with aqueous KHF2. A variety of functional groups are tolerated under the mild reaction conditions, and primary, secondary and tertiary alkyl halides are all applicable. In addition, this method also provides facile access to N-methyliminodiacetyl (MIDA) acylboronates as well as α-methylated potassium acyltrifluoroborates in a one-pot manner. Mechanistic studies indicate a radical atom transfer carbonylation (ATC) mechanism to form acyl halide intermediates that are subsequently borylated by (NHC)CuBpin.<br>

Ligand-free Cu-catalyzed odorless synthesis of unsymmetrical sulfides through cross-coupling reaction of aryl/benzyl/alkyl halides with an aryl boronic acid/S8 system as a thiolating agent in PEG

RSC Advances ◽  
2015 ◽  
Vol 5 (46) ◽  
pp. 37060-37065 ◽  
Author(s):  
Abed Rostami ◽  
Amin Rostami ◽  
Arash Ghaderi ◽  
Mohammad Ali Zolfigol
Keyword(s):  
Boronic Acid ◽  
Coupling Reaction ◽  
Alkyl Halides ◽  
Green Solvent ◽  
Reaction Conditions ◽  
One Pot ◽  
Cross Coupling Reaction ◽  
Ligand Free ◽  
One Step ◽  
Aryl Boronic Acid

Efficient one-pot, one-step synthesis of unsymmetrical sulfides has been reported under mild reaction conditions with good yields in green solvent.

Copper(i)-catalyzed 5-exo-trig radical cyclization/borylation of alkyl halides: access to functionalized pyrrolidine derivatives

2017 ◽  
Vol 15 (40) ◽  
pp. 8508-8512 ◽  
Author(s):  
Jie Cui ◽  
Hui Wang ◽  
Jian Song ◽  
Xiaochen Chi ◽  
Long Meng ◽  
...  
Keyword(s):  
Radical Cyclization ◽  
Alkyl Halides ◽  
One Step

This work reports the copper(i)-catalyzed 5-exo-trigradical cyclization/borylation of alkyl halides bearing an alkene moiety, during which a C–C bond and a C–B bond were formed in one step.

One-step Preparation of Carbonates by the Reaction of Alcohols with Alkyl Halides and Silver Carbonate

1994 ◽  
Vol 58 (8) ◽  
pp. 1537-1539 ◽  
Author(s):  
Katsunori Teranishi ◽  
Toshiya Kayakiri ◽  
Mari Mizutani ◽  
Makoto Hisamatsu ◽  
Tetsuya Yamada
Keyword(s):  
Alkyl Halides ◽  
Silver Carbonate ◽  
One Step

One-Step Trimethylstannylation of Benzyl and Alkyl Halides

2016 ◽  
Vol 81 (19) ◽  
pp. 9483-9488 ◽  
Author(s):  
Jianbing Jiang ◽  
Robert H. Crabtree ◽  
Gary W. Brudvig
Keyword(s):  
Alkyl Halides ◽  
One Step

scholarly journals Cobalt-Salen Catalyzed Electroreductive Alkylation of Activated Olefins

2019 ◽  
Vol 2019 ◽  
pp. 1-6
Author(s):  
Sylvie Condon ◽  
Céline Cannes ◽  
Fethi Bedioui
Keyword(s):  
Electrochemical Cell ◽  
Bond Formation ◽  
Iron Complex ◽  
Alkyl Halides ◽  
Sacrificial Anode ◽  
Mild Conditions ◽  
Regioselective Alkylation ◽  
Reported Study ◽  
One Step ◽  
Activated Olefins

Cobalt-Salen mediated electroreductive and regioselective alkylation of electron deficient olefins is reported in one step in an undivided electrochemical cell, in the presence of an iron rod as sacrificial anode. Although the reactivity depends on the class of alkyl halides, the reported study offers a green and expeditious electrosynthetic route for Csp3-Csp3 bond formation in mild conditions. This study also confirms the possible formation of the heterobinuclear cobalt-Salen-iron complex previously reported as the effective catalyst.

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