Arylmagnesium Halide

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Indrapal Singh Aidhen - One of the best experts on this subject based on the ideXlab platform.

  • weinreb amide based building blocks for the synthesis of α and β organylseleno aryl ketones
    Synlett, 2011
    Co-Authors: Sivaraman Balasubramaniam, Indrapal Singh Aidhen
    Abstract:

    A new strategy for the synthesis of α- and β-organylseleno aryl ketones has been achieved. The strategy is based on the use of hitherto unreported 2,2'-diselenediylbis(N-methoxy-N-methylacetamide) and 3,3'-diselenediylbis(N-methoxy-N-methylpropanamide). The envisaged synthetic equivalents combine the usefulness of Weinreb amide (WA) functionality and those innate with selenium for the first time. The synthesis of the targets, α- and β-organylseleno aryl ketones could be achieved by the reductive cleavage of Se-Se bond, followed by the alkylation on selenium, and the addition of Arylmagnesium Halide onto the WA functionality therein.

  • weinreb amide based synthetic equivalents for convenient access to 4 aryl 1 2 3 4 tetrahydroisoquinolines
    Tetrahedron, 2010
    Co-Authors: Harikrishna Kommidi, Sivaraman Balasubramaniam, Indrapal Singh Aidhen
    Abstract:

    Abstract New synthetic equivalents, N -methoxy- N -methyl- N ′-phenylsulfonyl glycinamide and N -methoxy- N -methyl- N ′-benzyl- N ′- tert -butyloxy carbonyl glycinamide based on WA functionality were developed for the convenient synthesis of 4-aryl-1,2,3,4-tetrahydroisoquinoline framework. Two simple reactions, N-benzylation and addition of Arylmagnesium Halide on the WA functionality of the former afforded the key intermediate for convenient synthesis of N -phenylsulfonyl protected 4-aryl-1,2,3,4-tetrahydroisoquinoline, through reduction and acid promoted cyclization. With the latter, the addition of Arylmagnesium Halide on the WA functionality followed by the same protocol afforded the direct synthesis of 4-aryl-1,2,3,4-tetrahydroisoquinolines in good yields. The acid promoted cyclization step enabled concomitant removal of N -Boc protection.

Sivaraman Balasubramaniam - One of the best experts on this subject based on the ideXlab platform.

  • weinreb amide based building blocks for the synthesis of α and β organylseleno aryl ketones
    Synlett, 2011
    Co-Authors: Sivaraman Balasubramaniam, Indrapal Singh Aidhen
    Abstract:

    A new strategy for the synthesis of α- and β-organylseleno aryl ketones has been achieved. The strategy is based on the use of hitherto unreported 2,2'-diselenediylbis(N-methoxy-N-methylacetamide) and 3,3'-diselenediylbis(N-methoxy-N-methylpropanamide). The envisaged synthetic equivalents combine the usefulness of Weinreb amide (WA) functionality and those innate with selenium for the first time. The synthesis of the targets, α- and β-organylseleno aryl ketones could be achieved by the reductive cleavage of Se-Se bond, followed by the alkylation on selenium, and the addition of Arylmagnesium Halide onto the WA functionality therein.

  • weinreb amide based synthetic equivalents for convenient access to 4 aryl 1 2 3 4 tetrahydroisoquinolines
    Tetrahedron, 2010
    Co-Authors: Harikrishna Kommidi, Sivaraman Balasubramaniam, Indrapal Singh Aidhen
    Abstract:

    Abstract New synthetic equivalents, N -methoxy- N -methyl- N ′-phenylsulfonyl glycinamide and N -methoxy- N -methyl- N ′-benzyl- N ′- tert -butyloxy carbonyl glycinamide based on WA functionality were developed for the convenient synthesis of 4-aryl-1,2,3,4-tetrahydroisoquinoline framework. Two simple reactions, N-benzylation and addition of Arylmagnesium Halide on the WA functionality of the former afforded the key intermediate for convenient synthesis of N -phenylsulfonyl protected 4-aryl-1,2,3,4-tetrahydroisoquinoline, through reduction and acid promoted cyclization. With the latter, the addition of Arylmagnesium Halide on the WA functionality followed by the same protocol afforded the direct synthesis of 4-aryl-1,2,3,4-tetrahydroisoquinolines in good yields. The acid promoted cyclization step enabled concomitant removal of N -Boc protection.

Harikrishna Kommidi - One of the best experts on this subject based on the ideXlab platform.

  • weinreb amide based synthetic equivalents for convenient access to 4 aryl 1 2 3 4 tetrahydroisoquinolines
    Tetrahedron, 2010
    Co-Authors: Harikrishna Kommidi, Sivaraman Balasubramaniam, Indrapal Singh Aidhen
    Abstract:

    Abstract New synthetic equivalents, N -methoxy- N -methyl- N ′-phenylsulfonyl glycinamide and N -methoxy- N -methyl- N ′-benzyl- N ′- tert -butyloxy carbonyl glycinamide based on WA functionality were developed for the convenient synthesis of 4-aryl-1,2,3,4-tetrahydroisoquinoline framework. Two simple reactions, N-benzylation and addition of Arylmagnesium Halide on the WA functionality of the former afforded the key intermediate for convenient synthesis of N -phenylsulfonyl protected 4-aryl-1,2,3,4-tetrahydroisoquinoline, through reduction and acid promoted cyclization. With the latter, the addition of Arylmagnesium Halide on the WA functionality followed by the same protocol afforded the direct synthesis of 4-aryl-1,2,3,4-tetrahydroisoquinolines in good yields. The acid promoted cyclization step enabled concomitant removal of N -Boc protection.