Abstract
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Part A. Regioselective Reduction Using Decaborane Chapter І. Regioselective reduction of quinoline and isoquinoline to dihydroquinoline and dihyd-roisoquinoline derivatives using decaborane Regioselective reduction of azacyclic compounds into the corresponding derivatives is important transfor...
Part A. Regioselective Reduction Using Decaborane Chapter І. Regioselective reduction of quinoline and isoquinoline to dihydroquinoline and dihyd-roisoquinoline derivatives using decaborane Regioselective reduction of azacyclic compounds into the corresponding derivatives is important transformation in organic synthesis. The known several methods developed for the con-version of various quinoline and isoquinolines to the corres-ponding dihydroqunoline and dihydroisoqunoline derivatives regioselectively, which need anhydrous and harsh reaction condition. We have found that reduction of qunolines and iso-quinolines using decaborane as a hydride source regioselectively affords dihydroqunoline and dihydroqunoline derivatives in good to moderate yields. Part B. Amidation of Carboxylic acid Using a System of Isoquinoline and Carbonate Chapter Ⅱ. A Mild and Convenient Amidation of Carboxylic acid Using a System of Iso-quinoline and Carbonate Mild and effective amidation between equimolar amounts of carboxylic acids and amines is one of the most frequently used reactions due to its broad utility. Several efficient methods have been exploited for the amidation using specific dehydrating reagents under mild conditions. A simple processes that allow amidation of carboxylic acid using a protocol of isoquinoline and (BOC)2O under mild conditions was developed. This methodology is very convenient and simple. Part C. Allylation of Quinoline and Isoquinoline Using a Bimetallic System of Palladium and Indium Chapter Ⅲ. Allylation of Quinoline and Isoquinoline Activated by Phenyl Chloroformate Using a Bimetallic System of Palladium and Indium Addition reactions of organometallic reagents with aza-aromatics activated by acyl chlorides have been of great importance for synthesizing a variety of biologically active nitrogen heterocycles, including alkaloids. Recently, organometallic reagents such as allylsilane, allyltin and a couple of indium-allyl bromide have been developed as an useful carbon nucleophile. However, the reagents suffer from several problems such as toxicity and price. Qunoline and Isoqinoline activated by phenyl chloroformate were successfully allylated using a bimethalic system of palladium-indium and less expensive allyl chlorides in THF to give the corresponding allyl quinoline and allyl isoqunoline in moderate to good yields.Part A. Regioselective Reduction Using Decaborane Chapter І. Regioselective reduction of quinoline and isoquinoline to dihydroquinoline and dihyd-roisoquinoline derivatives using decaborane Regioselective reduction of azacyclic compounds into the corresponding derivatives is important transformation in organic synthesis. The known several methods developed for the con-version of various quinoline and isoquinolines to the corres-ponding dihydroqunoline and dihydroisoqunoline derivatives regioselectively, which need anhydrous and harsh reaction condition. We have found that reduction of qunolines and iso-quinolines using decaborane as a hydride source regioselectively affords dihydroqunoline and dihydroqunoline derivatives in good to moderate yields. Part B. Amidation of Carboxylic acid Using a System of Isoquinoline and Carbonate Chapter Ⅱ. A Mild and Convenient Amidation of Carboxylic acid Using a System of Iso-quinoline and Carbonate Mild and effective amidation between equimolar amounts of carboxylic acids and amines is one of the most frequently used reactions due to its broad utility. Several efficient methods have been exploited for the amidation using specific dehydrating reagents under mild conditions. A simple processes that allow amidation of carboxylic acid using a protocol of isoquinoline and (BOC)2O under mild conditions was developed. This methodology is very convenient and simple. Part C. Allylation of Quinoline and Isoquinoline Using a Bimetallic System of Palladium and Indium Chapter Ⅲ. Allylation of Quinoline and Isoquinoline Activated by Phenyl Chloroformate Using a Bimetallic System of Palladium and Indium Addition reactions of organometallic reagents with aza-aromatics activated by acyl chlorides have been of great importance for synthesizing a variety of biologically active nitrogen heterocycles, including alkaloids. Recently, organometallic reagents such as allylsilane, allyltin and a couple of indium-allyl bromide have been developed as an useful carbon nucleophile. However, the reagents suffer from several problems such as toxicity and price. Qunoline and Isoqinoline activated by phenyl chloroformate were successfully allylated using a bimethalic system of palladium-indium and less expensive allyl chlorides in THF to give the corresponding allyl quinoline and allyl isoqunoline in moderate to good yields.
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