Zinc Metal-Promoted Cross-Coupling Reaction of Non-Activated Alkyl Halides with Aldehydes in the Presence of Chlorotrimethylsilane

Synlett ◽  
2002 ◽  
pp. 2116-2118
Author(s):  
Yoshio Ishino ◽  
Takatoshi Ito ◽  
Takumi Mizuno ◽  
Akira Ishikawa ◽  
Jun-ichi Kobayashi
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Zinc Metal ◽  
Cross Coupling Reaction

Zinc Metal Promoted Cross-Coupling Reaction of Non-Activated Alkyl Halides with Aldehydes in the Presence of Chlorotrimethylsilane.

ChemInform ◽  
2003 ◽  
Vol 34 (10) ◽  
Author(s):  
Takatoshi Ito ◽  
Yoshio Ishino ◽  
Takumi Mizuno ◽  
Akira Ishikawa ◽  
Jun-ichi Kobayashi
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Zinc Metal ◽  
Cross Coupling Reaction

Copper-Catalyzed Cross-Coupling Reaction of Grignard Reagents with Primary-Alkyl Halides: Remarkable Effect of 1-Phenylpropyne

2007 ◽  
Vol 119 (12) ◽  
pp. 2132-2135 ◽  
Author(s):  
Jun Terao ◽  
Hirohisa Todo ◽  
Shameem Ara Begum ◽  
Hitoshi Kuniyasu ◽  
Nobuaki Kambe
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Grignard Reagents ◽  
Remarkable Effect ◽  
Cross Coupling Reaction

Preparation of Highly Reactive Electrogenerated Zinc

2012 ◽  
Author(s):  
Aishah Abdul Jalil ◽  
Nobuhito Kurono ◽  
Masao Takuda
Keyword(s):  
Fine Particles ◽  
Supporting Electrolyte ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Organozinc Compound ◽  
Zinc Anode ◽  
Zinc Metal ◽  
Cross Coupling Reaction ◽  
Platinum Cathode ◽  
Compartment Cell

Logam zink berkereaktifan tinggi yang dihasilkan secara elektrolisis (EGZn/Naph) disediakan dengan mudah dalam larutan N,N–dimetilformamida (DMF) yang mengandungi naftalena dan elektrolit penyokong di dalam sebuah sel yang telah dipasang siap dengan katod platinum dan anod zink. EGZn/Naph ini adalah agregat zarah sangat halus yang lebih kecil berbanding logam zink komersial ataupun zink yang dihasilkan secara elektrolisis biasa (EGZn). Kereaktifan zink berkereaktifan tinggi ini dibuktikan dengan transformasi bromoalkana kepada organozink bromida yang berkesan, yang tidak boleh dicapai dengan menggunakan zink biasa mahupun logam EGZn. Reaksi ganding silang organozink bromida ini dengan iodobenzena mudah berlaku dalam kehadiran mangkin paladium untuk menghasilkan produk terganding silang, etil 4–fenilbutanoata sebanyak 96%. Kata kunci: Elektrolisis, reaktif zink, naftalena, bromoalkana, organozink kompoun Highly reactive electrogenerated zinc metal (EGZn/Naph) was readily prepared by the electrolysis of an N,N–dimethylformamide (DMF) solution containing naphthalene and a supporting electrolyte in a one–compartment cell fitted with a platinum cathode and a zinc anode. This EGZn/Naph is an aggregation of very fine particles which are much smaller in size than commercial zinc metal or the usual electrogenerated zinc (EGZn). The reactivity of this highly reactive zinc was elucidated by the efficient transformation of bromoalkane into the corresponding organozinc bromide, which cannot be achieved by the use of both usual zinc or EGZn metals. Subsequent cross–coupling reaction of the organozinc bromide with iodobenzene readily took place in the presence of a palladium catalyst to give the corresponding cross–coupled product, ethyl 4–phenylbutanoate in 96% yield. Key words: Electrolysis, reactive zinc, naphthalene, bromoalkanes, organozinc compound.

scholarly journals Regio- and stereoselective multisubstituted olefin synthesis via hydro/carboalumination of alkynes and subsequent iron-catalysed cross-coupling reaction with alkyl halides

2015 ◽  
Vol 2 (9) ◽  
pp. 1053-1058 ◽  
Author(s):  
Shintaro Kawamura ◽  
Ryosuke Agata ◽  
Masaharu Nakamura
Keyword(s):  
Iron Catalyst ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Synthetic Route ◽  
Olefin Synthesis ◽  
Cross Coupling Reaction ◽  
Direct Cross

A new synthetic route towards multisubstituted olefins was developed based on the direct cross coupling of alkenyl aluminium reagents, prepared by hydro- and carboalumination, with alkyl halides in the presence of an iron catalyst.

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