Organoselenium Chemistry: Between Synthesis and Biochemistry

Selenoamides, Synthetic Methods and Recent Progress on their Synthetic Applications

Author(s): Toshiaki Murai

Pp: 146-165 (20)

DOI: 10.2174/9781608058389114010009

* (Excluding Mailing and Handling)

Abstract

This chapter has overviewed the stability of selenocarbonyl compounds that have been classified based on the substituents attached to their selenocarbonyl carbon atom. Focus has then been laid on the synthetic methods for selenoamides, whose chemistry has grown much more than that of other selenocarbonyl compounds in the last ten years. As starting materials leading to selenoamides, ordinary amides, nitriles and terminal acetylenes are mainly used. As a final part of this review, recent application of selenoamides to synthetic reactions has been introduced. Nucleophilic characters of selenium and nitrogen atoms in selenoamides have enabled several types of intermolecular cyclizations. The carbon atom of selenoamides can accept nucleophilic attack and selenium atom can formally work as a leaving group.


Keywords: Selenocarbonyl compounds, Selenoamides, Amides, Nitriles, Acetylenes, Cyclization, Selenoiminium salts, Copper (0), Complexes, Photoinduction.

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      • 13. app/Models/UserAccess/UserAccess.php:1266
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      • 16. vendor/laravel/framework/src/Illuminate/Routing/ControllerDispatcher.php:43
      • 17. vendor/laravel/framework/src/Illuminate/Routing/Route.php:260
    • (select j.user_access_id,j.volume_id,j.user_id,j.from_ip,j.to_ip,j.type,j.track,"Trial Access" as access_base_text, CASE j.type WHEN 111 THEN true ELSE false END as terms_popup, "S" as content_download_type, null as restricted_user_access_key, null as restricted_user_access_type, CASE j.track WHEN 0 THEN false ELSE true END as tracksAccessByVolume,"chapter" as access_level, j.chapter_id from `user_access_chapter_trail` as `j` inner join `user_access_info` as `info` on `j`.`user_access_id` = `info`.`user_access_id` where ((j.from_ip <= 59650778 and j.to_ip >=59650778 )) and ((j.from_date <= 1739848234 and j.to_date >= 1739848234 and j.perpetual= 0) or (j.from_date is null and j.to_date is null and j.perpetual= 1)) and j.chapter_id = 6303) union (select j.user_access_id,j.volume_id,j.user_id,j.from_ip,j.to_ip,j.type,j.track,"Subscribed" as access_base_text, false as terms_popup, "S" as content_download_type, null as restricted_user_access_key, null as restricted_user_access_type, CASE j.track WHEN 0 THEN false ELSE true END as tracksAccessByVolume,"chapter" as access_level, j.chapter_id from `user_access_chapter_corporate` as `j` inner join `user_access_info` as `info` on `j`.`user_access_id` = `info`.`user_access_id` where ((j.from_ip <= 59650778 and j.to_ip >=59650778 )) and ((j.from_date <= 1739848234 and j.to_date >= 1739848234 and j.perpetual= 0) or (j.from_date is null and j.to_date is null and j.perpetual= 1)) and j.chapter_id = 6303) union (select j.user_access_id,j.volume_id,j.user_id,j.from_ip,j.to_ip,j.type,j.track,"Token Based Access" as access_base_text, false as terms_popup, "R" as content_download_type, j.uc_id as restricted_user_access_key, "v" as restricted_user_access_type, CASE j.track WHEN 0 THEN false ELSE true END as tracksAccessByVolume,"chapter" as access_level, j.chapter_id from `user_access_chapter_token` as `j` inner join `user_access_info` as `info` on `j`.`user_access_id` = `info`.`user_access_id` where ((j.from_ip <= 59650778 and j.to_ip >=59650778 )) and ((j.from_date <= 1739848234 and j.to_date >= 1739848234 and j.perpetual= 0) or (j.from_date is null and j.to_date is null and j.perpetual= 1)) and j.chapter_id = 6303)
      610μsalphaeurekaselec_live_10_06_2022UserAccess.php#1266
      Backtrace
      • 13. app/Models/UserAccess/UserAccess.php:1266
      • 14. app/Http/Controllers/ChapterController.php:1549
      • 15. vendor/laravel/framework/src/Illuminate/Routing/Controller.php:54
      • 16. vendor/laravel/framework/src/Illuminate/Routing/ControllerDispatcher.php:43
      • 17. vendor/laravel/framework/src/Illuminate/Routing/Route.php:260
    • select b.banner_link, b.banner_name, b.banner_script, b.banner_remarks, b.banner_file_name, b.banner_placement, bd.content_type, bd.content_id from `tbl_banner` as `b` inner join `tbl_banner_detail` as `bd` on `bd`.`banner_id` = `b`.`banner_id` inner join `users` as `u` on `u`.`id` = `b`.`updated_by` where `b`.`banner_ebook` = 1 and `bd`.`content_type` = 'B' and `bd`.`content_id` = 1492 and `b`.`banner_from_date` <= 1739848234 and `b`.`banner_to_date` >= 1739848234 and `b`.`banner_status` = 'A' order by `b`.`banner_id` desc
      1.12msalphaeurekaselec_live_10_06_2022Banner.php#95
      Bindings
      • 0: 1
      • 1: B
      • 2: 1492
      • 3: 1739848234
      • 4: 1739848234
      • 5: A
      Backtrace
      • 13. app/Models/Banner.php:95
      • 14. app/Http/helpers.php:404
      • 17. vendor/laravel/framework/src/Illuminate/Filesystem/Filesystem.php:124
      • 18. vendor/laravel/framework/src/Illuminate/View/Engines/PhpEngine.php:58
      • 19. vendor/laravel/framework/src/Illuminate/View/Engines/CompilerEngine.php:73
    • select count(*) as aggregate from `uc_cart_products` where cart_id='5ad8fe67ab1fe459bdbbabb9e2739775'
      270μsalphaeurekaselec_live_10_06_2022Cart.php#271
      Backtrace
      • 15. app/Models/Cart.php:271
      • 16. view::layouts._header:260
      • 18. vendor/laravel/framework/src/Illuminate/Filesystem/Filesystem.php:124
      • 19. vendor/laravel/framework/src/Illuminate/View/Engines/PhpEngine.php:58
      • 20. vendor/laravel/framework/src/Illuminate/View/Engines/CompilerEngine.php:73
    App\Models\Keywords
    10Keywords.php#?
    App\Models\Chapter
    1Chapter.php#?
    App\Models\Ebook
    1Ebook.php#?
        _token
        BxRfOpLf5amOA792chXccVMA1ZqHqfjgD1yoRmLj
        uc_cart_id
        5ad8fe67ab1fe459bdbbabb9e2739775
        _previous
        array:1 [ "url" => "https://alpha.eurekaselect.com/chapter/6303" ]
        _flash
        array:2 [ "old" => [] "new" => [] ]
        PHPDEBUGBAR_STACK_DATA
        []
        path_info
        /chapter/6303
        status_code
        200
        
        status_text
        OK
        format
        html
        content_type
        text/html; charset=UTF-8
        request_query
        []
        
        request_request
        []
        
        request_headers
        0 of 0
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        request_cookies
        0 of 0
        array:6 [ "fpestid" => null "wayfindertarget" => null "_ga_9F3B5VV3T3" => null "_ga" => null "XSRF-TOKEN" => "BxRfOpLf5amOA792chXccVMA1ZqHqfjgD1yoRmLj" "alphaeurekaselectnet_session" => "SNHnlrqS6o0ahkBhYrRrGqktYide9QoFIEr6y1pg" ]
        response_headers
        0 of 0
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        session_attributes
        0 of 0
        array:5 [ "_token" => "BxRfOpLf5amOA792chXccVMA1ZqHqfjgD1yoRmLj" "uc_cart_id" => "5ad8fe67ab1fe459bdbbabb9e2739775" "_previous" => array:1 [ "url" => "https://alpha.eurekaselect.com/chapter/6303" ] "_flash" => array:2 [ "old" => [] "new" => [] ] "PHPDEBUGBAR_STACK_DATA" => [] ]
        ClearShow all
        Date ↕MethodURLData
        #12025-02-18 03:10:34GET/chapter/63031121912