Comprehensive Organic Functional Group Transformations, Volume 6Alan R. Katritzky, Thomas L. Gilchrist, Otto Meth-Cohn, Charles Wayne Rees A vast range of different functional groups is potentially available from the attachment of three or four heteroatoms to carbon. Some of these are abundantly represented in the literature, others are rare, and many have yet to be described. The aim of this volume is to describe the synthesis of examples of known functional groups and to highlight those that are little known or unknown. All possible combinations of heteroatoms have been surveyed, with the exception of complexes in which carbon atoms are bonded only to transition elements. The material is organised in four parts: tetracoordinated carbon atoms bearing three attached heteroatoms are covered in Part 1, and those bearing four heteroatoms in Part II; the synthesis of tricoordinated carbon atoms with three attached heteroatoms is described in Part III; stabilized radicals and carbocations with three attached heteroatoms are covered briefly in Part IV. |
Contents
Functions Linked by a Single Bond to an sp² Carbon Atom | 2 |
Ge B or a Metal | 4 |
Dicoordinate Carbon Functions with Two Doubly Bonded Heteroatoms YCY | 5 |
Chalcogen | 137 |
Chalcogen or Group 15 Element Also Functions Containing Three Metals | 171 |
Substituent | 211 |
Chalcogen | 359 |
Chalcogen or Group 15 Element Also Functions Containing Four Metals | 377 |
Halogen or Chalcogen | 499 |
Least One Chalcogen and No Halogen | 527 |
a Halogen or Chalcogen | 569 |
TeCXX | 587 |
Chalcogen and No Halogen | 601 |
Halogen or Chalcogen | 639 |
References | 735 |
847 | |
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Common terms and phrases
Abstr acetals acid addition affords alcohols alkyl amines analogous Angew aryl base bond bromide carbon tetrachloride carbonyl Chalcogen Chem Chemistry chloride chloroformate Cl Cl Commun complexes compounds containing converted corresponding cyclic derivatives described disulfide elemental Engl Equation esters ether example F F F Fluorine followed formation formed Functions bearing further gave give halides halogen heating Heterocycl high yield hydrogen intermediate involves isocyanate isolated Khim leads lithium Me₂N metal Metalloid method methyl mixed mixture nitrogen NMe2 nucleophiles O₂N obtained Organomet ortho-esters oxidation oxygen phosgene phosphorus potassium prepared presence react reaction reagents reported route salts Scheme selenium shown silicon similar sodium solution species stable structure substituted sulfur synthesis Table temperature Tetrahedron Lett Three TMS TMS TMS Trans treated treatment trichloromethyl trifluoromethyl undergo yield ylides