1,2-Addition of Alkyl- and Alkenylzirconocene Chlorides to Aldehydes Accelerated by Catalytic Amounts of ZnBr2 as a Method of Synthesizing Secondary Alcohols, Secondary Allylic Alcohols, and in-Situ Oppenauer-Type Oxidation of the Alcohols to Ketones

1995 ◽  
Vol 60 (11) ◽  
pp. 3278-3279 ◽  
Author(s):  
Bin Zheng ◽  
Morris Srebnik
Keyword(s):  
Allylic Alcohols ◽  
Secondary Alcohols

A Domino Heck Coupling–Cyclization–Dehydrogenative Strategy for the One-Pot Synthesis of Quinolines

Synthesis ◽  
2021 ◽  
Author(s):  
Santanu Ghora ◽  
Chinnabattigalla Sreenivasulu ◽  
Gedu Satyanarayana
Keyword(s):  
Functional Group ◽  
Exchange Process ◽  
Palladium Catalysis ◽  
Allylic Alcohols ◽  
Heck Coupling ◽  
One Pot ◽  
Synthetic Process ◽  
Intramolecular Condensation ◽  
The One

AbstractAn efficient, one-pot, domino synthesis of quinolines via the coupling of iodoanilines with allylic alcohols facilitated by palladium catalysis is described. The overall synthetic process involves an intermolecular Heck coupling between 2-iodoanilines and allylic alcohols, intramolecular condensation of in situ generated ketones with an internal amine functional group, and a dehydrogenation sequence. Notably, this protocol occurs in water as a green solvent. Significantly, the method exhibits broad substrate scope and is applied for the synthesis of deuterated quinolines through a deuterium-exchange process.

scholarly journals SYNTHESIS OF SECONDARY ALCOHOL COMPOUNDS FROM SAFROLE AND METHYLEUGENOL

2010 ◽  
Vol 3 (3) ◽  
pp. 176-178
Author(s):  
Hanoch J Sohilait ◽  
Hardjono Sastrohamidjojo ◽  
Sabirin Matsjeh
Keyword(s):  
1H Nmr ◽  
Sodium Borohydride ◽  
13C Nmr ◽  
Structure Elucidation ◽  
Mercuric Acetate ◽  
Secondary Alcohol ◽  
Secondary Alcohols ◽  
In Situ Reduction

Synthesis of secondary alcohols compound from safrole and methyleugenol has been achieved through conversion of allyl group to alcohol.The reaction of safrole and methyleugenol with mercuric acetate in aqueous tetrahydrofuran, followed by in situ reduction of the mercurial intermediate by alkaline sodium borohydride produced secondary alcohol namely safryl alcohol (71.25%) and methyleugenil alcohol (65.56%). The structure elucidation of these products were analyzed by FTIR, 1H-NMR, 13C-NMR and MS.   Keywords: Secondary alcohols; safrole; methyleugenol

The remarkable promotion of in situ formed Pt-cobalt oxide interfacial sites on the carbonyl reduction to allylic alcohols

2018 ◽  
Vol 455 ◽  
pp. 78-87 ◽  
Author(s):  
Chenyue Li ◽  
Changxuan Ke ◽  
Ruirui Han ◽  
Guoli Fan ◽  
Lan Yang ◽  
...  
Keyword(s):  
Cobalt Oxide ◽  
Allylic Alcohols ◽  
Carbonyl Reduction

Titanacyclopropanes as versatile intermediates for carbon-carbon bond formation in reactions with unsaturated compounds

2000 ◽  
Vol 72 (9) ◽  
pp. 1715-1719 ◽  
Author(s):  
O. G. Kulinkovich
Keyword(s):  
Reaction Mechanism ◽  
Bond Formation ◽  
Grignard Reagents ◽  
Allylic Alcohols ◽  
Ethylmagnesium Bromide ◽  
Carbon Bond ◽  
Unsaturated Compounds ◽  
Carbon Carbon Bond ◽  
Reaction Proceeds

Dialkoxytitanacyclopropane intermediates [or titanium (II)-olefin complexes] generated in situ from ethylmagnesium bromide and titanium (IV) isopropoxide react with allylic alcohols and allylic ethers to afford SN2' allylic ethylation products. The reaction proceeds with high regioselectivity and with low to high trans-/cis-stereoselectivity. This observation and others suggest a reaction mechanism involving an EtMgBr-initiated formation of titanacyclopentane ate complex 10 from titanacyclopropane-olefin complex 7 as a key step. Based on this assumption, a modified mechanism of titanium-mediated cyclopropanation of esters with Grignard reagents is proposed.

ChemInform Abstract: Rhodium-Catalyzed Cross-Aldol Reaction: In situ Aldehyde-Enolate Formation from Allyloxyboranes and Primary Allylic Alcohols.

ChemInform ◽  
2013 ◽  
Vol 44 (11) ◽  
pp. no-no
Author(s):  
Luqing Lin ◽  
Kumiko Yamamoto ◽  
Shigeki Matsunaga ◽  
Motomu Kanai
Keyword(s):  
Aldol Reaction ◽  
Allylic Alcohols

Deoxyfluorination Using CuF2

2019 ◽  
Author(s):  
D. Eilidh Sood ◽  
Sue Champion ◽  
Daniel M. Dawson ◽  
sonia chabbra ◽  
Bela E. Bode ◽  
...  
Keyword(s):  
Transition Metal ◽  
Secondary Alcohols ◽  
Primary Method ◽  
Spectroscopic Investigations ◽  
Simple Strategy ◽  
Metal Fluorides ◽  
Transition Metal Fluorides

<div>Deoxyfluorination is a primary method for the formation of C–F bonds. Bespoke reagents are commonly used due to issues associated with the low reactivity of metal fluorides. Here, we report the development of a simple strategy for deoxyfluorination using first-row transition metal fluorides that overcomes these limitations. Using CuF2 as an exemplar, activation of an O-alkylisourea adduct formed in situ allows effective nucleophilic fluoride transfer to a range of primary and secondary alcohols. Spectroscopic investigations have been used to probe the origin of the enhanced reactivity of CuF2. The utility of the process towards enabling 18F-radiolabeling is also presented.</div>

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