C07C271/38

TRIFLUOROMETHOXYLATION OF ARENES VIA INTRAMOLECULAR TRIFLUOROMETHOXY GROUP MIGRATION

The present invention provides a process of producing a trifluoromethoxylated aryl or trifluoromethoxylated heteroaryl having the structure:

##STR00001##

wherein A is an aryl or heteroaryl, each with or without subsutitution; and R.sub.1 is —H, -(alkyl), -(alkenyl), -(alkynyl), -(aryl), -(heteroaryl), -(alkylaryl), -(alkylheteroaryl), —NH-(alkyl), —N(alkyl).sub.7, —NH-(alkenyl), —NH-(alkynyl) —NH-(aryl), —NH-(heteroaryl), —O-(alkyl), —O-(alkenyl), —O-(alkynyl), —O-(aryl), —O-(heteroaryl), —S-(alkyl), —S-(alkenyl), —S-(alkynyl), —S-(aryl), or —S-(heteroaryl), comprising: (a) reacting a compound having the structure:

##STR00002##

with a trifluoromethylating agent in the presence of a base in a first suitable solvent under conditions to produce a compound having the structure:

##STR00003##

and (b) maintaining the compound produced in step (a) in a second suitable solvent under conditions sufficient to produce the trifluoromethoxylated aryl or trifluormethoxylated heteroaryl having the structure:

##STR00004##

TRIFLUOROMETHOXYLATION OF ARENES VIA INTRAMOLECULAR TRIFLUOROMETHOXY GROUP MIGRATION

The present invention provides a process of producing a trifluoromethoxylated aryl or trifluoromethoxylated heteroaryl having the structure:

##STR00001##

wherein A is an aryl or heteroaryl, each with or without subsutitution; and R.sub.1 is —H, -(alkyl), -(alkenyl), -(alkynyl), -(aryl), -(heteroaryl), -(alkylaryl), -(alkylheteroaryl), —NH-(alkyl), —N(alkyl).sub.7, —NH-(alkenyl), —NH-(alkynyl) —NH-(aryl), —NH-(heteroaryl), —O-(alkyl), —O-(alkenyl), —O-(alkynyl), —O-(aryl), —O-(heteroaryl), —S-(alkyl), —S-(alkenyl), —S-(alkynyl), —S-(aryl), or —S-(heteroaryl), comprising: (a) reacting a compound having the structure:

##STR00002##

with a trifluoromethylating agent in the presence of a base in a first suitable solvent under conditions to produce a compound having the structure:

##STR00003##

and (b) maintaining the compound produced in step (a) in a second suitable solvent under conditions sufficient to produce the trifluoromethoxylated aryl or trifluormethoxylated heteroaryl having the structure:

##STR00004##

Selective potassium channel agonists

Selective potassium channel agonists and methods of use thereof are disclosed. A compound, or a pharmaceutically acceptable salt thereof, having a formula I ##STR00001##
wherein R.sup.1 is H or optionally-substituted alkyl; R.sup.2 is optionally-substituted C.sub.1-C.sub.6 alkyl or optionally-substituted cyclopropyl; R.sup.3 and R.sup.4 are each independently H or optionally-substituted alkyl; R.sup.5 is H, optionally-substituted alkyl, acyl, or alkoxycarbonyl; R.sup.6 and R.sup.7 are each independently H, optionally-substituted alkyl, or R.sup.6 and R.sup.7 together form a carbocycle; R.sup.8 is substituted phenyl or optionally-substituted pyridinyl, provided that if R.sup.8 is substituted phenyl, then R.sup.2 is optionally-substituted cyclopropyl; and R.sup.9, R.sup.10 and R.sup.11 are each independently H, halo, or optionally-substituted alkyl.

Selective potassium channel agonists

Selective potassium channel agonists and methods of use thereof are disclosed. A compound, or a pharmaceutically acceptable salt thereof, having a formula I ##STR00001##
wherein R.sup.1 is H or optionally-substituted alkyl; R.sup.2 is optionally-substituted C.sub.1-C.sub.6 alkyl or optionally-substituted cyclopropyl; R.sup.3 and R.sup.4 are each independently H or optionally-substituted alkyl; R.sup.5 is H, optionally-substituted alkyl, acyl, or alkoxycarbonyl; R.sup.6 and R.sup.7 are each independently H, optionally-substituted alkyl, or R.sup.6 and R.sup.7 together form a carbocycle; R.sup.8 is substituted phenyl or optionally-substituted pyridinyl, provided that if R.sup.8 is substituted phenyl, then R.sup.2 is optionally-substituted cyclopropyl; and R.sup.9, R.sup.10 and R.sup.11 are each independently H, halo, or optionally-substituted alkyl.

Trifluoromethoxylation of arenes via intramolecular trifluoromethoxy group migration

The present invention provides a process of producing a trifluoromcthoxylated aryl or trifluoromothoxylated heteroaryl having the structure: ##STR00001##
wherein
A is an aryl or heteroaryl, each with or without substitution; and
R.sub.1 is —H, -(alkyl), -(alkenyl), -(alkynyl), -(aryl), -(heteroaryl), -(alkylaryl), -(alkylheteroaryl), —NH-(alkyl), —N(alkyl).sub.2, —NH-(alkenyl), —NH-(alkynyl) —NH-(aryl), —NH-(heteroaryl), —O-(alkyl), —O-(alkenyl), —O-(alkynyl), —O-(aryl), —O-(heteroaryl), —S-(alkyl), —S-(alkenyl), —S-(alkynyl), —S-(aryl), or —S-(heteroaryl), comprising:
(a) reacting a compound having the structure: ##STR00002##
with a trifluoromethylating agent in the presence of a base in a first suitable solvent under conditions to produce a compound having the structure: ##STR00003##
and
(b) maintaining the compound produced in step (a) in a second suitable solvent under conditions sufficient to produce the trifluoromethoxylated aryl or trifluormethoxylated heteroaryl having the structure: ##STR00004##

Trifluoromethoxylation of arenes via intramolecular trifluoromethoxy group migration

The present invention provides a process of producing a trifluoromcthoxylated aryl or trifluoromothoxylated heteroaryl having the structure: ##STR00001##
wherein
A is an aryl or heteroaryl, each with or without substitution; and
R.sub.1 is —H, -(alkyl), -(alkenyl), -(alkynyl), -(aryl), -(heteroaryl), -(alkylaryl), -(alkylheteroaryl), —NH-(alkyl), —N(alkyl).sub.2, —NH-(alkenyl), —NH-(alkynyl) —NH-(aryl), —NH-(heteroaryl), —O-(alkyl), —O-(alkenyl), —O-(alkynyl), —O-(aryl), —O-(heteroaryl), —S-(alkyl), —S-(alkenyl), —S-(alkynyl), —S-(aryl), or —S-(heteroaryl), comprising:
(a) reacting a compound having the structure: ##STR00002##
with a trifluoromethylating agent in the presence of a base in a first suitable solvent under conditions to produce a compound having the structure: ##STR00003##
and
(b) maintaining the compound produced in step (a) in a second suitable solvent under conditions sufficient to produce the trifluoromethoxylated aryl or trifluormethoxylated heteroaryl having the structure: ##STR00004##

Trifluoromethoxylation of arenes via intramolecular trifluoromethoxy group migration

The present invention provides a process of producing a trifluoromcthoxylated aryl or trifluoromothoxylated heteroaryl having the structure: ##STR00001##
wherein
A is an aryl or heteroaryl, each with or without substitution; and
R.sub.1 is —H, -(alkyl), -(alkenyl), -(alkynyl), -(aryl), -(heteroaryl), -(alkylaryl), -(alkylheteroaryl), —NH-(alkyl), —N(alkyl).sub.2, —NH-(alkenyl), —NH-(alkynyl) —NH-(aryl), —NH-(heteroaryl), —O-(alkyl), —O-(alkenyl), —O-(alkynyl), —O-(aryl), —O-(heteroaryl), —S-(alkyl), —S-(alkenyl), —S-(alkynyl), —S-(aryl), or —S-(heteroaryl), comprising:
(a) reacting a compound having the structure: ##STR00002##
with a trifluoromethylating agent in the presence of a base in a first suitable solvent under conditions to produce a compound having the structure: ##STR00003##
and
(b) maintaining the compound produced in step (a) in a second suitable solvent under conditions sufficient to produce the trifluoromethoxylated aryl or trifluormethoxylated heteroaryl having the structure: ##STR00004##

PROCESSES FOR PREPARING FUNCTIONALIZED CYCLOOCTENES

The present disclosure relates to processes for preparing functionalized cyclooctenes and the synthetic intermediates prepared thereby.

PROCESSES FOR PREPARING FUNCTIONALIZED CYCLOOCTENES

The present disclosure relates to processes for preparing functionalized cyclooctenes and the synthetic intermediates prepared thereby.

SELECTIVE POTASSIUM CHANNEL AGONISTS

Selective potassium channel agonists and methods of use thereof are disclosed. A compound, or a pharmaceutically acceptable salt thereof, having a formula I

##STR00001##

wherein R.sup.1 is H or optionally-substituted alkyl; R.sup.2 is optionally-substituted C.sub.1-C.sub.6 alkyl or optionally-substituted cyclopropyl; R.sup.3 and R.sup.4 are each independently H or optionally-substituted alkyl; R.sup.5 is H, optionally-substituted alkyl, acyl, or alkoxycarbonyl; R.sup.6 and R.sup.7 are each independently H, optionally-substituted alkyl, or R.sup.6 and R.sup.7 together form a carbocycle; R.sup.8 is substituted phenyl or optionally-substituted pyridinyl, provided that if R.sup.8 is substituted phenyl, then R.sup.2 is optionally-substituted cyclopropyl; and R.sup.9, R.sup.10 and R.sup.11 are each independently H, halo, or optionally-substituted alkyl.