Intramolecular Base-Free Sonogashira Reaction for the Synthesis of Benzannulated Chiral Macrocycles Embedded in Carbohydrate Templates

Authors

  • Altaf Hussain,

    1. NPC-division, Indian Institute of Integrative Medicine (CSIR), Canal Road, Jammu – 180001, India, Fax: (+91)-191-256-9111; phone: (+91)-191-256-9000
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  • Syed Khalid Yousuf,

    1. NPC-division, Indian Institute of Integrative Medicine (CSIR), Canal Road, Jammu – 180001, India, Fax: (+91)-191-256-9111; phone: (+91)-191-256-9000
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  • Deepak Kumar,

    1. NPC-division, Indian Institute of Integrative Medicine (CSIR), Canal Road, Jammu – 180001, India, Fax: (+91)-191-256-9111; phone: (+91)-191-256-9000
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  • Malikharjunarao Lambu,

    1. NPC-division, Indian Institute of Integrative Medicine (CSIR), Canal Road, Jammu – 180001, India, Fax: (+91)-191-256-9111; phone: (+91)-191-256-9000
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  • Baldev Singh,

    1. NPC-division, Indian Institute of Integrative Medicine (CSIR), Canal Road, Jammu – 180001, India, Fax: (+91)-191-256-9111; phone: (+91)-191-256-9000
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  • Sudip Maity,

    1. CMFIR, Dhanbad, Jharkhand, India
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  • Debaraj Mukherjee

    Corresponding author
    1. NPC-division, Indian Institute of Integrative Medicine (CSIR), Canal Road, Jammu – 180001, India, Fax: (+91)-191-256-9111; phone: (+91)-191-256-9000
    • NPC-division, Indian Institute of Integrative Medicine (CSIR), Canal Road, Jammu – 180001, India, Fax: (+91)-191-256-9111; phone: (+91)-191-256-9000
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Abstract

A base-free, intramolecular Sonogashira reaction-based general approach has been established for the diversity-oriented synthesis (DOS) of fused bi- and tricyclic systems containing benzannulated, 10- to 13-membered chiral macrocycles embedded in carbohydrate templates. Macrocycles with different ring sizes have been prepared by pre-designing the chiral building blocks. Base-sensitive groups like acetyl and TBDPS survived the reaction conditions.

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